Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Kumamoto University
研究業績
Publication
2024
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Mechanistic Investigations of Chiral Lithium Binaphtholate Catalysis for Asymmetric Aldol-Tishchenko Reaction of α-Fluoroarylketones
Kotani, S.; Asano, T.; Arae, S.; Sugiura, M. Nakajima, M.
J. Org. Chem. In press.
2023
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Lithium binaphtholate-catalyzed asymmetric Michael reaction of acrylamides
Harada, N.; Asano, T.; Sugiura, M.; Kotani, S.; Nakajima, M.
Chem Pharm. Bull. 2023, 71, 792–797. -
Enantioselective and Chemoselective Phosphine Oxide-catalyzed Aldol Reaction of N-Unprotected Cyclic Carboxyimides
Yoshiwara, Y.; Kotani, S.; Nakajima, M.
Chem. Eur. J. 2023, e202203506.
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Enantioselective Epoxide Opening
Nakajima, M.; Kotani, S.; Sugiura, M.
Org. React. 2022, 110, 655–902. -
Isolation, Synthesis, and Structure-Activity Relationship Study on Daphnane and Tigliane Diterpenes as HIV Latency-Reversing Agents
El-desoky, A. H. H. Eguchi, K.; Kishimoto, N.; Asano, T.; Kato, H.; Hitora, Y.; Kotani, S.; Nakamura, T.; Tsuchiya, S.; Kawahara, T.; Watanabe, M.; Wada, M.; Nakajima, M.; Watanabe, T.; Misumi, S.; Tsukamoto, S.
J. Med. Chem. 2022, 65, 3460–3472. -
A Nurr1 ligand C-DIM12 attenuates brain inflammation and improves functional recovery after intracerebral hemorrhage in mice.
Kinoshita, K.; Yoshimizu, A.; Ichihara, Y.; Ushida, K.; Kotani, S.; Kurauchi, Y.; Seki, T.; Katsuki, H.
Scientific Reports, 2022, 12, 11009.
2022
2021
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Catalysis with Earth-abundant Elements; CHAPTER 11: Catalysis by Silicon Species
Sugiura, M.;Kotani, S.; Nakajima, M.
RSC Catalysis Series 2021, 40, 309-333. -
CHIRAL PHOSPHINE OXIDE-CATALYZED ENANTIOSELECTIVE RING OPENING OF OXETANES
Kotani, S.; Tashima, Y.; Tanaka, H.; Aoki, S.; Nakajima M. 2021, 103, 1048–1056,
Heterocycles, 2021, 103, 1048–1056. -
Molecular recognition of a single-chain Fv antibody specific for GA-pyridine, an advanced glycation end-product (AGE), elucidated using biophysical techniques and synthetic antigen analogues.
Kobashigawa, Y.; Ohara, T.; Morita, K.; Toyota, Y.; Nakamura, T.; Kotani, S.; Arimori, T.; Yamauchi, S.; Liu, C.; Kitazaki, M.; Wakayama- Miyazaki, Y.; Suwa, Y.; Uchida-Kamekura, M.; Fukuda, N.; Sato, T.; Nakajima, M.; Takagi, J. Yamagata, Y.; Morioka, H.
J. Biochem., 2021, 170, 379–387.
2020
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Synthesis of conjugated multiunsaturated thioesters via one-pot TiCl4-promoted aldol condensation.
Boateng, A.; Harada, T.; Ashikari, Y.; Nakajima, M.; Sugiura, M.
Tetrahedron Lett. 2020, 61, 152280. -
Phosphine‐oxide‐catalyzed Enantioselective Cross‐aldol Reaction of Aldehydes with Trichlorosilane as Lewis Acid Promoter.
Kotani, S.; Hanamure, T.; Mori, Y.; Nakajima, M. ChemCatChem 2020, 12, 4780–4783.. -
O-Monoacyltartaric Acid/(Thio)urea Cooperative Organocatalysis for Enantioselective Conjugate Addition of Boronic Acid.
Yoshimitsu, T. Kuboyama, Y. Nishiguchi, S. Nakajima, M. Sugiura, M. Org. Lett. 2020, 22, 3780−3784. -
Recent Advances in Asymmetric Phosphine Oxide Catalysis.
Kotani, S.; Nakajima, M. Tetrahedron Lett. 2020, 61, 151421.
2019
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Lewis Base-catalyzed Enantioselective Conjugate Reductions of β,β-Disubstituted α,β-Unsaturated Ketones with Trichlorosilane: E/Z Isomerization, Regioselectivity, and Synthetic Applications.
Sugiura, M.; Ashikari, Y.; Takahashi, Y.; Yamaguchi, K.; Kotani, S.; Nakajima, M. J. Org. Chem. 2019, 84, 11458-11473.
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Selective Monoacylation of Diols and Asymmetric Desymmetrization of Dialkyl meso-Tartrates Using 2-Pyridyl Esters as Acylating Agents and Metal Carboxylates as Catalysts.
Hashimoto, Y.; Michimuko, C.; Yamaguchi, K.; Nakajima, M.; Sugiura, M. J. Org. Chem. 2019, 84, 9313-9321.
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Stereoselective Synthesis of 2-Fluoro-1,3-diols via Lithium Binaphtholate-catalyzed Aldol-Tishchenko Reaction.
Asano, T.; Kotani, S.; Nakajima, M. Org. Lett 2019, 21, 4192-4196.
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Lithium Binaphtholate-Catalyzed Michael Reaction of Malonates with Maleates and Its Application to the Enantioselective Synthesis of Tricarboxylic Acid Derivatives.
Sakamoto, M.; Kaneko, T.; Orito, Y.; Shimoda, Y.; Nakajima, M. Chem. Pharm. Bull. 2019, 67, 452-446.
2018
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Catalytic Enantioselective Aldol Reactions of Unprotected Carboxylic Acids under Phosphine Oxide Catalysis.
Kotani, S.; Yoshiwara, Y.; Ogasawara, M.; Sugiura, M.; Nakajima, M. Angew. Chem. Int. Ed. 2018, 57, 15877-15881.
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Dramatic Enantioselectivity Reversal in the Propargylation of Aldehyde with Alkynyllithium Catalyzed by Dilithium Binaphtholate Derivatives.
Nakajima, M.; Watanabe, R.; Osakama, K.; Sakamoto, M.; Takemoto, D. Kukita, K. Heterocycles 2018, 97, 708-711
2017
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ホスフィンオキシドを有機分子触媒とする不斉アルドール反応の開発.
中島 誠, 化学工業 2017, 68, 66-72.
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Stereoselective Synthesis of Nitrogen-containing Compounds from Enamines.
Sugiura, M.; Kashiwagi, T.; Ito, M.; Kotani, S.; Nakajima, M. J. Org. Chem. 2017, 82, 10968-10979.
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Asymmetric Aldol/Vinylogous Aldol/Cyclization Reaction Using Phosphine Oxide Catalysts.
Alim, N. R.; Miyazaki, S.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Kotani, S. Chem. Pharm. Bull. 2017, 65, 989-993.
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Chiral Lithium Binaphtholate for Enantioselective Amination of Acyclic α-Alkyl-β-keto Esters: Application to the Total Synthesis of L-Carbidopa.
Asano, T.; Moritani, M.; Nakajima. M.; Kotani, S. Tetrahedron 2017, 73, 5975-5982.
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Sequential Catalysis of Phosphine Oxide for Stereoselective Synthesis of Stereopentads.
Kotani, S.; Kai, K.; Sugiura, M.; Nakajima, M. Org. Lett. 2017, 19, 3672-3675.
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Enantioselective Chlorinative Aldol Reaction of α-Substituted Acroleins Catalyzed by Chiral Phosphine Oxides.
Kotani, S.; Hanamure, T.; Nozaki, H.; Sugiura, M.; Nakajima, M. Tetrahedron Asymmetry 2017, 28, 282-287.
2016
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Enantioselective Michael Addition of a Malonate Ester to a Maleate Ester Catalyzed by Lithium Binaphtholate.
Sakamoto, M.; Kaneko, T.; Orito, Y.; Nakajima, M. Synlett 2016, 27, 2477-2780.
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Enantioselective Amination of Acyclic α-Alkylated β-Keto Esters Catalyzed by Chiral Lithium Binaphtholate.
Kotani, S.; Asano, T.; Moritani, M.; Nakajima, M. Tetrahedron Lett. 2016, 57, 4217-4219.
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Asymmetric Direct 1,2-Addition of Aryl Grignard Reagents to Aryl Alkyl Ketones.
Osakama, K.; Nakajima, M. Org. Lett. 2016, 18, 236-239.
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Stereoselective Synthesis of Highly Functionalized 2,3-Dihydro-4-pyranones Using Phosphine Oxide as Catalyst.
Kotani, S.; Miyazaki, S.; Kawahara, K.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Chem. Pharm. Bull. 2016, 64, 189-192.
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Concise Asymmetric Construction of C2-Symmetric 1,9-Diarylnonanoids Using Hypervalent Silicon Complex: Total Synthesis of (-)-Ericanone.
Kotani, S., Kai, K., Shimoda, Y., Hu, H., Gao, S., Sugiura, M., Ogasawara, M. & Nakajima, M.Chem. Asian J.2016, 11, 376-379.
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Indoxyl Sulfate Potentiates Skeletal Muscle Atrophy by Inducing the Oxidative Stress-mediated Expression of Myostatin and Atrogin-1.
Enoki, Y.; Watanabe H.; Arake, R.; Sugimoto, R.; Imafuku, T.; Tominaga, Y.; Ishima, Y.; Kotani, S.; Nakajima, M.; Tanaka, M.; Matsushita, K.; Fukagawa, M.; Otagiri, M.; Maruyama, T. Sci. Rep. 2016, 6, 32084.
2015
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Tertiary Amine as a Nucleophile Carrier: α-Aminonitrile in the Cyanation of Acetals and Orthoesters.
Kotani, S.; Sakamoto, M.; Osakama, K.; Nakajima, M. Eur. J. Org. Chem. 2015, 30, 6606-6609.
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One-pot Synthesis of β,β-Disubstituted α,β-Unsaturated Carbonyl Compounds using Sequential Ti-Aldol Addition to Ketones and Elimination.
Sugiura, M.; Ashigari, Y.; Nakajima, M. J. Org. Chem. 2015, 80, 8830-8835.
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Nitration of Indoxyl Sulfate Facilitates Its Cytotoxicity in Human Renal Proximal Tubular Cells via Expression of Heme Oxygenase-1.
Ishima, Y.; Narisoko, T.; Kragh-Hansen, U.; Kotani, S.; Nakajima, M.; Otagiri, M.; Maruyama, T. Biochemi. Biophys. Res. Commun. 2015, 465, 481-487
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Conjugate Addition of Diboron Catalyzed by O-Monoacyltartaric Acid.
Sugiura, M.; Ishikawa, W.; Kuboyama, Y.; Nakajima, M. Synthesis 2015, 47, 2265-2269.
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Chiral Lithium Binaphtholate for Enantioselective Michael Addition of Acyclic α-Alkyl-β-keto Esters to Vinyl Ketones.
Kotani, S.; Moritani, M.; Nakajima, M. Asian J. Org. Chem. 2015, 4, 616-618.
-2014
Phosphine Oxide-Catalyzed Enantioselective Intramolecular Aldol Reaction via Regioselective Enolization of Unsymmetrical Diketones with Tetrachlorosilane.
Kotani, S.; Aoki, S.; Sugiura, M.; Ogasawara, M.; Nakajima, M. Org. Lett. 2014, 16, 4802-4805.O-Monoacyltartaric Acid-Catalyzed Enantioselective Conjugate Addition of a Boronic Acid to Dienones: Application to the Synthesis of Optically Active Cyclopentenones.
Sugiura, M.; Kinoshita, R.; Nakajima, M. Org. Lett. 2014, 16, 5172-5175.Human Organic Anion Transporters Function as a High-capacity Transporter for p-Cresyl Sulfate, a Uremic Toxin.
Watanabe, H.; Sakaguchi, Y.; Sugimoto, R.; Kaneko, K.; Iwata, H.; Kotani, S.; Nakajima, M.; Ishima, Y.; Otagiri, M.; Maruyama, T. Clinical and Experimental Nephrology 2014, 18, 814-820.Imino Ene-type Reaction of Enamines with N-Sulfonylimines and Application to Diastereoselective Synthesis of 1,3-Diamines.
Itoh, M.; Kotani, S.; Nakajima, M.; Sugiura, M. Tetrahedron Lett. 2014, 55, 4082-4085.Lithium Binaphtholate-catalyzed Asymmetric Addition of Lithium Acetylides to Carbonyl Compounds.
Kotani, S.; Kukita, K.; Tanaka, K.; Ichibakase, T.; Nakajima, M. J. Org. Chem. 2014, 79, 4809-4816.Diastereoselective Synthesis of 1,3-Diamines by a Domino Reaction of Imines, Enamines, and Trichlorosilane.
Kashiwagi, T.; Kotani, S.; Nakajima, M.; Sugiura, M. Tetrahedron Lett. 2014, 55, 1924-1926.Enantioselective Double Aldol Reactions Involving the Sequential Activation of Silicon Tetrachloride by Chiral Phosphine Oxides.
Kotani, S.; Sugiura, M.; Nakajima, M. Synlett 2014, 25, 631-640.連続的なアルドール反応を活用した骨格構築−立体選択的なポリオール合成への展開−.
小谷俊介, 杉浦正晴, 中島 誠 化学 2013, 68, 64-65.Atropisomeric Chiral Diene in Asymmetric Catalysis: C2-Symmetric (Z,Z)-2, 3-Bis[1-(diphenylphosphinyl)ethylidene]tetralin as Highly Active Lewis Base Organocatalyst.
Ogasawara, M.; Kotani, S.; Nakajima, H.; Furusho, H.; Miyasaka, M.; Shimoda, Y.; Wu, W.-Y.; Sugiura, M.; Takahashi, T.; Nakajima, M. Angew. Chem. Int. Ed. 2013, 52, 13798-13802.Enantioselective Morita–Baylis–Hillman Reaction Catalyzed by a Chiral Phosphine oxide.
Kotani, S.; Itoh, M.; Sugiura, M.; Ogasawara, M.; Nakajima, M. Tetrahedron Lett. 2013, 54, 6430-6433.Enantioselective Aldol Reaction Catalyzed by Chiral Phosphine Oxides.
Kotani, S.; Sugiura, M.; Nakajima. Chem. Rec. 2013, 13, 362-370.Stereoselective Synthesis of Multiple Stereocenters by Using a Double Aldol Reaction.
Shimoda, Y.; Kubo, T.; Sugiura, M.; Kotani, S.; Nakajima, M. Angew. Chem. Int. Ed. 2013, 52, 3461-3464.Facile Synthesis of Chiral 1,2-Chlorohydrins via the Ring-opening of meso-Epoxides Catalyzed by Chiral Phosphine Oxides.
Kotani, S.; Furusho, H.; Tokuoka, E. Nakajima, M. Tetrahedron 2013, 69, 3075-3081.Enantioselective Aldol Reactions Catalyzed by Chiral Lewis Bases.
Nakajima, M. in “Comprehensive Chirality” Carreira, E. M.; Yamamoto, H. Eds, Elsevier, 2012, Vol. 4, pp 198-209.Allylations of C–O and C–N Double Bonds and Related Reactions.
Sugiura, M.; Nakajima, M. in “Comprehensive Chirality” Carreira, E. M.; Yamamoto, H. Eds, Elsevier, 2012, Vol. 6, pp 214-233.C–X Bond Formation: Organocatalytic Enantioselective Halogenation of meso Epoxides.
Kotani, S.; Nakajima, M. in “Comprehensive Chirality” Carreira, E. M.; Yamamoto, H. Eds, Elsevier, 2012, Vol. 6, pp 506-517.Interaction between Two Sulfate-Conjugated Uremic Toxins, p-Cresyl Sulfate and Indoxyl Sulfate, during Binding with Human Serum Albumin.
Watanabe, H.; Noguchi, T.; Miyamoto, Y.; Kadowaki. D.; Kotani, S.; Nakajima, M.; Miyamura, S.; Ishima, Y.; Otagiri, M.; Maruyama, T. Drug Metab. Dispos. 2012, 40, 1423-1428.Efficient Preparation of 1,3-Diol derivatives with Three Contiguous Stereocenters by an Enantioselective Direct Aldol-Tishchenko Reaction.
Ichibakase, T.; Nakajima, M. Synthesis 2012, 44, 3145-3151.Enantioselective Reductive Aldol Reaction using Teriary Amine as Hydride Donor
Kotani, S.; Osakama, K.: Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2012, 53, 4199-4201.Synthesis of Aryl Group-modified DIOP Dioxides (Ar-DIOPOs) and Their Application as Modular Lewis Base Catalysts.
Ohmaru, Y.; Sato, N.; Mizutani, M.; Kotani, S.; Sugiura, M.; Nakajima, M. Org. Biomol. Chem. 2012, 10, 4562-4570.Trichlorosilyl Triflate Mediated-Enantioselective Directed Cross-Aldol Reaction between Ketones using Chiral Phosphine Oxide as an Organocatalyst.
Aoki, S.; Kotani, S.: Sugiura, M.; Nakajima, M. Chem. Commun. 2012, 48, 5524-5526.Construction of Quaternary Carbon Centers by Base-catalyzed Enantioselective Aldol Reaction and Related Reaction of Trimethoxysilyl Enol Ethers.
Ichibakase, T.; Kaneko, T.; Orito, Y.; Kotani, S.; Nakajima, M. Tetrahedron 2012, 68, 4210-4224.Organic Anion Transporters Play an Important Role in the Uptake of p-Cresyl Sulfate, a Uremic Toxin, in the Kidney.
Miyamoto, Y.; Watanabe, H.; Noguchi, T.; Kotani, S.; Nakajima, M.; Kadowaki, D.; Otagiri, M.; Maruyama, T. Nephrology Dialysis Transplantation 2011, 26, 2498-2502.A Tertiary Amine as A Hydride Donor: Trichlorosilyl Triflate-mediated Conjugate Reduction of Unsaturated Ketones.
Kotani, S.; Osakama, K.; Sugiura, M.; Nakajima, M. Org. Lett. 2011, 13, 3968-3971.Enantioselective Evans-Tishchenko Reduction of β-Hydroxyketone Catalyzed by Lithium Binaphtholate.
Ichibakase, T.; Nakatsu, M.; Nakajima, M. Molecules 2011, 52, 5008-5019.Enantioselective Double Aldol Reaction Catalyzed by Chiral Phosphine Oxide.
Shimoda, Y.; Kotani, S.; Sugiura, M.; Nakajima, M. Chem. Eur. J. 2011, 17, 7992-7995.Trichlorosilyl Triflate for Enantioselective Direct-type Aldol Reaction with Chiral Phosphine Oxide.
Kotani, S.; Aoki, S.; Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2011, 52, 2834-2836.Lithium Acetylides as Alkynylating Reagents for the Enantioselective Alkynylation of Ketones Catalyzed by Lithium Binaphtholate.
Tanaka, K.; Kukita, K.; Ichibakase, T.; Kotani, S.; Nakajima, M. Chem Commun. 2011, 47, 5614-5616.Direct Enantioselective Aldol-Tishchenko Reaction Catalyzed by Chiral Lithium Diphenylbinaphtholate.
Ichibakase, T.; Nakajima, M. Org. Lett. 2011, 13, 1579-1581.Synthesis of γ-Amino Alcohols from Aldehydes, Enamines, and Trichlorosilane using Lewis Base Catalysts.
Kashiwagi, T.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron 2011, 67, 531-539.Enantioselective Conjugate Addition of Boronic Acids to Enones Catalyzed by O-Monoacyltartaric Acids.
Sugiura, M.; Tokudomi, M.; Nakajima, M.Chem. Commun. 2010, 46, 7799-7800.Enantioselective Alkynylation of Carbonyl Compounds with Trimethoxysilylalkynes Catalyzed by Lithium Binaphtholate.
Ueda, T.; Tanaka, K.; Ichibakase, T.; Orito, Y.; Nakajima, M. Tetrahedron 2010, 66, 7726-7731.“Roofed” β-Iminodisulfides as New Chiral Ligands for Palladium-Catalyzed, Asymmetric Allylic Alkylation.
Matsunaga, H.; Tokuda, R.; Nakajima, M.; Ishizuka, T. Chem. Pharm. Bull. 2010, 58, 1419-1421.有機オキシド化合物を触媒とする直接的不斉アルドール反応の開発.
中島 誠, 化学工業, 2010, 61, 662-666.Development of Chiral Dinitrones as Modular Lewis Base Catalysts: Asymmetric Allylation of Aldehydes with Allyltrichlorosilanes.
Oh, Y. S.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron: Asymmetry 2010, 21, 1833-1835.DMAP-catalyzed Cyanation of Aldehydes and Ketones with Ethyl Cyanoformate.
Aoki, S.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2010, 51, 3547-3549.Enantioselective Alkynylation of Ketones with Trimethoxysilylalkynes using Lithium Binaphtholate as a Catalyst.
Tanaka, K.; Ueda, T.; Ichibakase, T.; Nakajima, M. Tetrahedron Lett. 2010, 51, 2168-2169.Diastereo- and Enantioselective Reductive Aldol Reaction with Trichlorosilane Using Chiral Lewis Bases as Organocatalysts.
Sugiura, M.; Sato, N.; Sonoda, Y.; Kotani, S.; Nakajima.; M. Chem. Asian J. 2010, 5, 478-481.第四級不斉炭素を構築するアルドール反応.
中島 誠, pp 248-249 「使える!有機合成反応241実践ガイド」丸岡啓二, 野崎京子, 石井康敬, 大 寺純蔵, 富岡 清監修, 化学同人, 2010.エノンの不斉還元的アルドール反応.
杉浦正晴, 中島 誠, pp 472-473「使える!有機合成反応241実践ガイド」丸岡啓二, 野崎京子, 石井康 敬, 大寺純蔵, 富岡 清監修, 化学同人, 2010.Novel Enantioselective Direct Aldol-type Reaction Promoted by Chiral Phosphine Oxide as an Organocatalyst.
Kotani, S.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2009, 50, 4602-4605.Enantioselective Aldol Reaction of Silyl Ketene Acetals Promoted by a Lewis Base-activated Lewis Acid Catalyst.
Shimoda, Y.; Tando, T.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron: Asymmetry, 2009, 20, 1369-1370.Asymmetric Synthesis of 4H-1,3-Oxazines: Enantioselective Reductive Cyclization of β-Amino Enones with Trichlorosilane Catalyzed by Chiral Lewis Bases.
Sugiura, M.; Kumahara, M.; Nakajima, M. Chem. Commun. 2009, 3585-3587.クロロシリル化合物を活性 化する塩基触媒による不斉合成反応.
中島 誠, pp131-136 「フロンティア21 進化を続ける有機触媒」丸岡啓二監修, 化学同人, 2009.A Chiral "Roofed" cis-Diamine-Ru(II) Complex: An Efficient Catalyst for Asymmetric Transfer Hydrogenation of Ketimines.
Matsunaga, H.; Nakanishi, K.; Nakajima, M.; Kunieda, T.; Ishizuka, T. Heterocycles, 2009, 78, 617-622.Lewis Base-catalyzed Conjugate Reduction and Reductive Aldol Reaction of α,β-Unsaturated Ketones Using Trichlorosilane.
Sugiura, M.; Sato, N.; Kotani, S.; Nakajima, M. Chem. Commun. 2008, 4309-4311.Enantioselective Construction of Quaternary Asymmetric Carbon Centers Using an Aldol Reaction of Trimethoxysilyl Enol Ethers Catalyzed by Lithium Binaphtholate.
Ichibakase, T.; Orito, Y.; Nakajima, M. Tetrahedron Lett. 2008, 49, 4427-4429.First Asymmetric Abramov-type Phosphonylation of Aldehydes with Trialkyl Phosphites Catalyzed by Chiral Lewis Bases.
Nakanishi, K.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron 2008, 64, 6415-6419.Chiral Phosphine Oxide BINAPO as a Lewis Base Catalyst for Asymmetric Allylation and Aldol Reaction of Trichlorosilyl Compounds.
Kotani, S.; Hashimoto, S.; Nakajima, M. Tetrahedron 2007, 63, 3122-3132.Catalytic Enantioselective Tandem Carbonyl Ylide Formation/1,3-Dipolar Cycloaddition Reactions of α-Diazo Ketones with Aromatic Aldehydes using Dirhodium(II) Tetrakis[N-benzene-fused-phthaloyl-(S)-valinate].
Tsutsui, H.; Shimada, N.; Abe, T.; Anada, M.; Nakajima, M.; Nakamura, S.; Nambu, H.; Hashimoto, S. Adv. Synth. Catal. 2007, 349, 521-526.Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by the Chiral Phosphine Oxide BINAPO.
Kotani, S.; Hashimoto, S.; Nakajima, M. Synlett 2006, 1116-1118.Lewis Base Catalyzed Asymmetric Reactions Involving Hypervalent Silicate Intermediates.
Orito, Y.; Nakajima, M. Synthesis 2006, 1391-1401.Chiral Base-Catalyzed Aldol Reaction of Trimethoxysilyl Enol Ethers: Effect of Water as an Additive on Stereoselectivities.
Orito, Y.; Hashimoto, S.; Ishizuka, T.; Nakajima, M. Tetrahedron 2006, 62, 390-400.N-オキシド・ホスフィンオキシドを触媒とする不斉合成反応.
中島 誠 pp59-70「有機分子触媒の新展開」柴崎正勝監修 シー・エム・シー出版, 2006.Chiral Phosphine Oxide as a Catalyst for Enantioselective Allylation of Aldehydes with Allyltrichlorosilane.
Nakajima, M.; Kotani, S.; Ishizuka, T.: Hashimoto, S. Tetrahedron Lett. 2005, 46, 157-159.Sterically Congested 'Roofed' 2-Thiazolines as New Chiral Ligands for Copper(II)-Catalyzed Asymmetric Diels-Alder Reactions.
Yamakuchi, M.; Matsunaga, H.; Tokuda, R.; Ishizuka, T.; Nakajima, M.; Kunieda, T. Tetrahedron Lett. 2005, 46, 4019-4022.Asymmetric Ring Opening of meso-Epoxides Catalyzed by the Chiral Phosphine Oxide BINAPO.
Tokuoka, E.; Kotani, S.; Matsunaga, H.; Ishizuka, T.; Hashimoto, S.; Nakajima, M. Tetrahedron: Asymmetry2005, 16, 2391-2392.Sterically Congested 'Roofed' 2-Iminothioethers as New Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation.
Tokuda, R.; Matsunaga, H.; Ishizuka, T.; Nakajima, M.; Kunieda, T. Heterocycles 2005, 66, 135-141.Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by Chiral N,N'-Dioxides and Monodentate N-Oxides.
Nakajima, M.; Yokota, T.; Saito, M.; Hashimoto, S. Tetrahedron Lett. 2004, 45, 61-64.A New Dirhodium(II) Carboxamidate Complex as a Chiral Lewis Acid Catalyst for Enantioselective Hetero-Diels-Alder Reactions.
Anada, M.; Washio, T.; Shimada, N.; Kitagaki, S.; Nakajima, M.; Shiro, M.; Hashimoto, S. Angew. Chem. Int. Ed. 2004, 43, 2665-2668.The Enantioselective Aldol Reaction of Trimethoxysilyl Enol Ether Catalyzed by Lithium Binaphtholate.
Nakajima, M.; Orito, Y.; Ishizuka, T.: Hashimoto, S. Org. Lett.. 2004, 6, 3763-3765.ルイス塩基として機能する不斉有機触媒.
中島 誠, 化学と工業, 2004, 57, 720-723.
研究業績
Publication
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CHIRAL PHOSPHINE OXIDE-CATALYZED ENANTIOSELECTIVE RING OPENING OF OXETANES
Kotani, S.; Tashima, Y.; Tanaka, H.; Aoki, S.; Nakajima M.
Heterocycles, In press. -
Synthesis of conjugated multiunsaturated thioesters via one-pot TiCl4-promoted aldol condensation.
Boateng, A.; Harada, T.; Ashikari, Y.; Nakajima, M.; Sugiura, M.
Tetrahedron Lett. 2020, 61, 152280. -
Phosphine‐oxide‐catalyzed Enantioselective Cross‐aldol Reaction of Aldehydes with Trichlorosilane as Lewis Acid Promoter.
Kotani, S.; Hanamure, T.; Mori, Y.; Nakajima, M. ChemCatChem 2020, 12, 4780–4783.. -
O-Monoacyltartaric Acid/(Thio)urea Cooperative Organocatalysis for Enantioselective Conjugate Addition of Boronic Acid.
Yoshimitsu, T. Kuboyama, Y. Nishiguchi, S. Nakajima, M. Sugiura, M. Org. Lett. 2020, 22, 3780−3784. -
Recent Advances in Asymmetric Phosphine Oxide Catalysis.
Kotani, S.; Nakajima, M. Tetrahedron Lett. 2020, 61, 151421.
2019
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Lewis Base-catalyzed Enantioselective Conjugate Reductions of β,β-Disubstituted α,β-Unsaturated Ketones with Trichlorosilane: E/Z Isomerization, Regioselectivity, and Synthetic Applications.
Sugiura, M.; Ashikari, Y.; Takahashi, Y.; Yamaguchi, K.; Kotani, S.; Nakajima, M. J. Org. Chem. 2019, 84, 11458-11473.
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Selective Monoacylation of Diols and Asymmetric Desymmetrization of Dialkyl meso-Tartrates Using 2-Pyridyl Esters as Acylating Agents and Metal Carboxylates as Catalysts.
Hashimoto, Y.; Michimuko, C.; Yamaguchi, K.; Nakajima, M.; Sugiura, M. J. Org. Chem. 2019, 84, 9313-9321.
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Stereoselective Synthesis of 2-Fluoro-1,3-diols via Lithium Binaphtholate-catalyzed Aldol-Tishchenko Reaction.
Asano, T.; Kotani, S.; Nakajima, M. Org. Lett 2019, 21, 4192-4196.
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Lithium Binaphtholate-Catalyzed Michael Reaction of Malonates with Maleates and Its Application to the Enantioselective Synthesis of Tricarboxylic Acid Derivatives.
Sakamoto, M.; Kaneko, T.; Orito, Y.; Shimoda, Y.; Nakajima, M. Chem. Pharm. Bull. 2019, 67, 452-446.
2018
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Catalytic Enantioselective Aldol Reactions of Unprotected Carboxylic Acids under Phosphine Oxide Catalysis.
Kotani, S.; Yoshiwara, Y.; Ogasawara, M.; Sugiura, M.; Nakajima, M. Angew. Chem. Int. Ed. 2018, 57, 15877-15881.
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Dramatic Enantioselectivity Reversal in the Propargylation of Aldehyde with Alkynyllithium Catalyzed by Dilithium Binaphtholate Derivatives.
Nakajima, M.; Watanabe, R.; Osakama, K.; Sakamoto, M.; Takemoto, D. Kukita, K. Heterocycles 2018, 97, 708-711
2017
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ホスフィンオキシドを有機分子触媒とする不斉アルドール反応の開発.
中島 誠, 化学工業 2017, 68, 66-72.
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Stereoselective Synthesis of Nitrogen-containing Compounds from Enamines.
Sugiura, M.; Kashiwagi, T.; Ito, M.; Kotani, S.; Nakajima, M. J. Org. Chem. 2017, 82, 10968-10979.
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Asymmetric Aldol/Vinylogous Aldol/Cyclization Reaction Using Phosphine Oxide Catalysts.
Alim, N. R.; Miyazaki, S.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Kotani, S. Chem. Pharm. Bull. 2017, 65, 989-993.
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Chiral Lithium Binaphtholate for Enantioselective Amination of Acyclic α-Alkyl-β-keto Esters: Application to the Total Synthesis of L-Carbidopa.
Asano, T.; Moritani, M.; Nakajima. M.; Kotani, S. Tetrahedron 2017, 73, 5975-5982.
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Sequential Catalysis of Phosphine Oxide for Stereoselective Synthesis of Stereopentads.
Kotani, S.; Kai, K.; Sugiura, M.; Nakajima, M. Org. Lett. 2017, 19, 3672-3675.
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Enantioselective Chlorinative Aldol Reaction of α-Substituted Acroleins Catalyzed by Chiral Phosphine Oxides.
Kotani, S.; Hanamure, T.; Nozaki, H.; Sugiura, M.; Nakajima, M. Tetrahedron Asymmetry 2017, 28, 282-287.
2016
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Enantioselective Michael Addition of a Malonate Ester to a Maleate Ester Catalyzed by Lithium Binaphtholate.
Sakamoto, M.; Kaneko, T.; Orito, Y.; Nakajima, M. Synlett 2016, 27, 2477-2780.
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Enantioselective Amination of Acyclic α-Alkylated β-Keto Esters Catalyzed by Chiral Lithium Binaphtholate.
Kotani, S.; Asano, T.; Moritani, M.; Nakajima, M. Tetrahedron Lett. 2016, 57, 4217-4219.
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Asymmetric Direct 1,2-Addition of Aryl Grignard Reagents to Aryl Alkyl Ketones.
Osakama, K.; Nakajima, M. Org. Lett. 2016, 18, 236-239.
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Stereoselective Synthesis of Highly Functionalized 2,3-Dihydro-4-pyranones Using Phosphine Oxide as Catalyst.
Kotani, S.; Miyazaki, S.; Kawahara, K.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Chem. Pharm. Bull. 2016, 64, 189-192.
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Concise Asymmetric Construction of C2-Symmetric 1,9-Diarylnonanoids Using Hypervalent Silicon Complex: Total Synthesis of (-)-Ericanone.
Kotani, S., Kai, K., Shimoda, Y., Hu, H., Gao, S., Sugiura, M., Ogasawara, M. & Nakajima, M.Chem. Asian J.2016, 11, 376-379.
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Indoxyl Sulfate Potentiates Skeletal Muscle Atrophy by Inducing the Oxidative Stress-mediated Expression of Myostatin and Atrogin-1.
Enoki, Y.; Watanabe H.; Arake, R.; Sugimoto, R.; Imafuku, T.; Tominaga, Y.; Ishima, Y.; Kotani, S.; Nakajima, M.; Tanaka, M.; Matsushita, K.; Fukagawa, M.; Otagiri, M.; Maruyama, T. Sci. Rep. 2016, 6, 32084.
2015
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Tertiary Amine as a Nucleophile Carrier: α-Aminonitrile in the Cyanation of Acetals and Orthoesters.
Kotani, S.; Sakamoto, M.; Osakama, K.; Nakajima, M. Eur. J. Org. Chem. 2015, 30, 6606-6609.
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One-pot Synthesis of β,β-Disubstituted α,β-Unsaturated Carbonyl Compounds using Sequential Ti-Aldol Addition to Ketones and Elimination.
Sugiura, M.; Ashigari, Y.; Nakajima, M. J. Org. Chem. 2015, 80, 8830-8835.
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Nitration of Indoxyl Sulfate Facilitates Its Cytotoxicity in Human Renal Proximal Tubular Cells via Expression of Heme Oxygenase-1.
Ishima, Y.; Narisoko, T.; Kragh-Hansen, U.; Kotani, S.; Nakajima, M.; Otagiri, M.; Maruyama, T. Biochemi. Biophys. Res. Commun. 2015, 465, 481-487
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Conjugate Addition of Diboron Catalyzed by O-Monoacyltartaric Acid.
Sugiura, M.; Ishikawa, W.; Kuboyama, Y.; Nakajima, M. Synthesis 2015, 47, 2265-2269.
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Chiral Lithium Binaphtholate for Enantioselective Michael Addition of Acyclic α-Alkyl-β-keto Esters to Vinyl Ketones.
Kotani, S.; Moritani, M.; Nakajima, M. Asian J. Org. Chem. 2015, 4, 616-618.
-2014
Phosphine Oxide-Catalyzed Enantioselective Intramolecular Aldol Reaction via Regioselective Enolization of Unsymmetrical Diketones with Tetrachlorosilane.
Kotani, S.; Aoki, S.; Sugiura, M.; Ogasawara, M.; Nakajima, M. Org. Lett. 2014, 16, 4802-4805.O-Monoacyltartaric Acid-Catalyzed Enantioselective Conjugate Addition of a Boronic Acid to Dienones: Application to the Synthesis of Optically Active Cyclopentenones.
Sugiura, M.; Kinoshita, R.; Nakajima, M. Org. Lett. 2014, 16, 5172-5175.Human Organic Anion Transporters Function as a High-capacity Transporter for p-Cresyl Sulfate, a Uremic Toxin.
Watanabe, H.; Sakaguchi, Y.; Sugimoto, R.; Kaneko, K.; Iwata, H.; Kotani, S.; Nakajima, M.; Ishima, Y.; Otagiri, M.; Maruyama, T. Clinical and Experimental Nephrology 2014, 18, 814-820.Imino Ene-type Reaction of Enamines with N-Sulfonylimines and Application to Diastereoselective Synthesis of 1,3-Diamines.
Itoh, M.; Kotani, S.; Nakajima, M.; Sugiura, M. Tetrahedron Lett. 2014, 55, 4082-4085.Lithium Binaphtholate-catalyzed Asymmetric Addition of Lithium Acetylides to Carbonyl Compounds.
Kotani, S.; Kukita, K.; Tanaka, K.; Ichibakase, T.; Nakajima, M. J. Org. Chem. 2014, 79, 4809-4816.Diastereoselective Synthesis of 1,3-Diamines by a Domino Reaction of Imines, Enamines, and Trichlorosilane.
Kashiwagi, T.; Kotani, S.; Nakajima, M.; Sugiura, M. Tetrahedron Lett. 2014, 55, 1924-1926.Enantioselective Double Aldol Reactions Involving the Sequential Activation of Silicon Tetrachloride by Chiral Phosphine Oxides.
Kotani, S.; Sugiura, M.; Nakajima, M. Synlett 2014, 25, 631-640.連続的なアルドール反応を活用した骨格構築−立体選択的なポリオール合成への展開−.
小谷俊介, 杉浦正晴, 中島 誠 化学 2013, 68, 64-65.Atropisomeric Chiral Diene in Asymmetric Catalysis: C2-Symmetric (Z,Z)-2, 3-Bis[1-(diphenylphosphinyl)ethylidene]tetralin as Highly Active Lewis Base Organocatalyst.
Ogasawara, M.; Kotani, S.; Nakajima, H.; Furusho, H.; Miyasaka, M.; Shimoda, Y.; Wu, W.-Y.; Sugiura, M.; Takahashi, T.; Nakajima, M. Angew. Chem. Int. Ed. 2013, 52, 13798-13802.Enantioselective Morita–Baylis–Hillman Reaction Catalyzed by a Chiral Phosphine oxide.
Kotani, S.; Itoh, M.; Sugiura, M.; Ogasawara, M.; Nakajima, M. Tetrahedron Lett. 2013, 54, 6430-6433.Enantioselective Aldol Reaction Catalyzed by Chiral Phosphine Oxides.
Kotani, S.; Sugiura, M.; Nakajima. Chem. Rec. 2013, 13, 362-370.Stereoselective Synthesis of Multiple Stereocenters by Using a Double Aldol Reaction.
Shimoda, Y.; Kubo, T.; Sugiura, M.; Kotani, S.; Nakajima, M. Angew. Chem. Int. Ed. 2013, 52, 3461-3464.Facile Synthesis of Chiral 1,2-Chlorohydrins via the Ring-opening of meso-Epoxides Catalyzed by Chiral Phosphine Oxides.
Kotani, S.; Furusho, H.; Tokuoka, E. Nakajima, M. Tetrahedron 2013, 69, 3075-3081.Enantioselective Aldol Reactions Catalyzed by Chiral Lewis Bases.
Nakajima, M. in “Comprehensive Chirality” Carreira, E. M.; Yamamoto, H. Eds, Elsevier, 2012, Vol. 4, pp 198-209.Allylations of C–O and C–N Double Bonds and Related Reactions.
Sugiura, M.; Nakajima, M. in “Comprehensive Chirality” Carreira, E. M.; Yamamoto, H. Eds, Elsevier, 2012, Vol. 6, pp 214-233.C–X Bond Formation: Organocatalytic Enantioselective Halogenation of meso Epoxides.
Kotani, S.; Nakajima, M. in “Comprehensive Chirality” Carreira, E. M.; Yamamoto, H. Eds, Elsevier, 2012, Vol. 6, pp 506-517.Interaction between Two Sulfate-Conjugated Uremic Toxins, p-Cresyl Sulfate and Indoxyl Sulfate, during Binding with Human Serum Albumin.
Watanabe, H.; Noguchi, T.; Miyamoto, Y.; Kadowaki. D.; Kotani, S.; Nakajima, M.; Miyamura, S.; Ishima, Y.; Otagiri, M.; Maruyama, T. Drug Metab. Dispos. 2012, 40, 1423-1428.Efficient Preparation of 1,3-Diol derivatives with Three Contiguous Stereocenters by an Enantioselective Direct Aldol-Tishchenko Reaction.
Ichibakase, T.; Nakajima, M. Synthesis 2012, 44, 3145-3151.Enantioselective Reductive Aldol Reaction using Teriary Amine as Hydride Donor
Kotani, S.; Osakama, K.: Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2012, 53, 4199-4201.Synthesis of Aryl Group-modified DIOP Dioxides (Ar-DIOPOs) and Their Application as Modular Lewis Base Catalysts.
Ohmaru, Y.; Sato, N.; Mizutani, M.; Kotani, S.; Sugiura, M.; Nakajima, M. Org. Biomol. Chem. 2012, 10, 4562-4570.Trichlorosilyl Triflate Mediated-Enantioselective Directed Cross-Aldol Reaction between Ketones using Chiral Phosphine Oxide as an Organocatalyst.
Aoki, S.; Kotani, S.: Sugiura, M.; Nakajima, M. Chem. Commun. 2012, 48, 5524-5526.Construction of Quaternary Carbon Centers by Base-catalyzed Enantioselective Aldol Reaction and Related Reaction of Trimethoxysilyl Enol Ethers.
Ichibakase, T.; Kaneko, T.; Orito, Y.; Kotani, S.; Nakajima, M. Tetrahedron 2012, 68, 4210-4224.Organic Anion Transporters Play an Important Role in the Uptake of p-Cresyl Sulfate, a Uremic Toxin, in the Kidney.
Miyamoto, Y.; Watanabe, H.; Noguchi, T.; Kotani, S.; Nakajima, M.; Kadowaki, D.; Otagiri, M.; Maruyama, T. Nephrology Dialysis Transplantation 2011, 26, 2498-2502.A Tertiary Amine as A Hydride Donor: Trichlorosilyl Triflate-mediated Conjugate Reduction of Unsaturated Ketones.
Kotani, S.; Osakama, K.; Sugiura, M.; Nakajima, M. Org. Lett. 2011, 13, 3968-3971.Enantioselective Evans-Tishchenko Reduction of β-Hydroxyketone Catalyzed by Lithium Binaphtholate.
Ichibakase, T.; Nakatsu, M.; Nakajima, M. Molecules 2011, 52, 5008-5019.Enantioselective Double Aldol Reaction Catalyzed by Chiral Phosphine Oxide.
Shimoda, Y.; Kotani, S.; Sugiura, M.; Nakajima, M. Chem. Eur. J. 2011, 17, 7992-7995.Trichlorosilyl Triflate for Enantioselective Direct-type Aldol Reaction with Chiral Phosphine Oxide.
Kotani, S.; Aoki, S.; Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2011, 52, 2834-2836.Lithium Acetylides as Alkynylating Reagents for the Enantioselective Alkynylation of Ketones Catalyzed by Lithium Binaphtholate.
Tanaka, K.; Kukita, K.; Ichibakase, T.; Kotani, S.; Nakajima, M. Chem Commun. 2011, 47, 5614-5616.Direct Enantioselective Aldol-Tishchenko Reaction Catalyzed by Chiral Lithium Diphenylbinaphtholate.
Ichibakase, T.; Nakajima, M. Org. Lett. 2011, 13, 1579-1581.Synthesis of γ-Amino Alcohols from Aldehydes, Enamines, and Trichlorosilane using Lewis Base Catalysts.
Kashiwagi, T.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron 2011, 67, 531-539.Enantioselective Conjugate Addition of Boronic Acids to Enones Catalyzed by O-Monoacyltartaric Acids.
Sugiura, M.; Tokudomi, M.; Nakajima, M.Chem. Commun. 2010, 46, 7799-7800.Enantioselective Alkynylation of Carbonyl Compounds with Trimethoxysilylalkynes Catalyzed by Lithium Binaphtholate.
Ueda, T.; Tanaka, K.; Ichibakase, T.; Orito, Y.; Nakajima, M. Tetrahedron 2010, 66, 7726-7731.“Roofed” β-Iminodisulfides as New Chiral Ligands for Palladium-Catalyzed, Asymmetric Allylic Alkylation.
Matsunaga, H.; Tokuda, R.; Nakajima, M.; Ishizuka, T. Chem. Pharm. Bull. 2010, 58, 1419-1421.有機オキシド化合物を触媒とする直接的不斉アルドール反応の開発.
中島 誠, 化学工業, 2010, 61, 662-666.Development of Chiral Dinitrones as Modular Lewis Base Catalysts: Asymmetric Allylation of Aldehydes with Allyltrichlorosilanes.
Oh, Y. S.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron: Asymmetry 2010, 21, 1833-1835.DMAP-catalyzed Cyanation of Aldehydes and Ketones with Ethyl Cyanoformate.
Aoki, S.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2010, 51, 3547-3549.Enantioselective Alkynylation of Ketones with Trimethoxysilylalkynes using Lithium Binaphtholate as a Catalyst.
Tanaka, K.; Ueda, T.; Ichibakase, T.; Nakajima, M. Tetrahedron Lett. 2010, 51, 2168-2169.Diastereo- and Enantioselective Reductive Aldol Reaction with Trichlorosilane Using Chiral Lewis Bases as Organocatalysts.
Sugiura, M.; Sato, N.; Sonoda, Y.; Kotani, S.; Nakajima.; M. Chem. Asian J. 2010, 5, 478-481.第四級不斉炭素を構築するアルドール反応.
中島 誠, pp 248-249 「使える!有機合成反応241実践ガイド」丸岡啓二, 野崎京子, 石井康敬, 大 寺純蔵, 富岡 清監修, 化学同人, 2010.エノンの不斉還元的アルドール反応.
杉浦正晴, 中島 誠, pp 472-473「使える!有機合成反応241実践ガイド」丸岡啓二, 野崎京子, 石井康 敬, 大寺純蔵, 富岡 清監修, 化学同人, 2010.Novel Enantioselective Direct Aldol-type Reaction Promoted by Chiral Phosphine Oxide as an Organocatalyst.
Kotani, S.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2009, 50, 4602-4605.Enantioselective Aldol Reaction of Silyl Ketene Acetals Promoted by a Lewis Base-activated Lewis Acid Catalyst.
Shimoda, Y.; Tando, T.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron: Asymmetry, 2009, 20, 1369-1370.Asymmetric Synthesis of 4H-1,3-Oxazines: Enantioselective Reductive Cyclization of β-Amino Enones with Trichlorosilane Catalyzed by Chiral Lewis Bases.
Sugiura, M.; Kumahara, M.; Nakajima, M. Chem. Commun. 2009, 3585-3587.クロロシリル化合物を活性 化する塩基触媒による不斉合成反応.
中島 誠, pp131-136 「フロンティア21 進化を続ける有機触媒」丸岡啓二監修, 化学同人, 2009.A Chiral "Roofed" cis-Diamine-Ru(II) Complex: An Efficient Catalyst for Asymmetric Transfer Hydrogenation of Ketimines.
Matsunaga, H.; Nakanishi, K.; Nakajima, M.; Kunieda, T.; Ishizuka, T. Heterocycles, 2009, 78, 617-622.Lewis Base-catalyzed Conjugate Reduction and Reductive Aldol Reaction of α,β-Unsaturated Ketones Using Trichlorosilane.
Sugiura, M.; Sato, N.; Kotani, S.; Nakajima, M. Chem. Commun. 2008, 4309-4311.Enantioselective Construction of Quaternary Asymmetric Carbon Centers Using an Aldol Reaction of Trimethoxysilyl Enol Ethers Catalyzed by Lithium Binaphtholate.
Ichibakase, T.; Orito, Y.; Nakajima, M. Tetrahedron Lett. 2008, 49, 4427-4429.First Asymmetric Abramov-type Phosphonylation of Aldehydes with Trialkyl Phosphites Catalyzed by Chiral Lewis Bases.
Nakanishi, K.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron 2008, 64, 6415-6419.Chiral Phosphine Oxide BINAPO as a Lewis Base Catalyst for Asymmetric Allylation and Aldol Reaction of Trichlorosilyl Compounds.
Kotani, S.; Hashimoto, S.; Nakajima, M. Tetrahedron 2007, 63, 3122-3132.Catalytic Enantioselective Tandem Carbonyl Ylide Formation/1,3-Dipolar Cycloaddition Reactions of α-Diazo Ketones with Aromatic Aldehydes using Dirhodium(II) Tetrakis[N-benzene-fused-phthaloyl-(S)-valinate].
Tsutsui, H.; Shimada, N.; Abe, T.; Anada, M.; Nakajima, M.; Nakamura, S.; Nambu, H.; Hashimoto, S. Adv. Synth. Catal. 2007, 349, 521-526.Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by the Chiral Phosphine Oxide BINAPO.
Kotani, S.; Hashimoto, S.; Nakajima, M. Synlett 2006, 1116-1118.Lewis Base Catalyzed Asymmetric Reactions Involving Hypervalent Silicate Intermediates.
Orito, Y.; Nakajima, M. Synthesis 2006, 1391-1401.Chiral Base-Catalyzed Aldol Reaction of Trimethoxysilyl Enol Ethers: Effect of Water as an Additive on Stereoselectivities.
Orito, Y.; Hashimoto, S.; Ishizuka, T.; Nakajima, M. Tetrahedron 2006, 62, 390-400.N-オキシド・ホスフィンオキシドを触媒とする不斉合成反応.
中島 誠 pp59-70「有機分子触媒の新展開」柴崎正勝監修 シー・エム・シー出版, 2006.Chiral Phosphine Oxide as a Catalyst for Enantioselective Allylation of Aldehydes with Allyltrichlorosilane.
Nakajima, M.; Kotani, S.; Ishizuka, T.: Hashimoto, S. Tetrahedron Lett. 2005, 46, 157-159.Sterically Congested 'Roofed' 2-Thiazolines as New Chiral Ligands for Copper(II)-Catalyzed Asymmetric Diels-Alder Reactions.
Yamakuchi, M.; Matsunaga, H.; Tokuda, R.; Ishizuka, T.; Nakajima, M.; Kunieda, T. Tetrahedron Lett. 2005, 46, 4019-4022.Asymmetric Ring Opening of meso-Epoxides Catalyzed by the Chiral Phosphine Oxide BINAPO.
Tokuoka, E.; Kotani, S.; Matsunaga, H.; Ishizuka, T.; Hashimoto, S.; Nakajima, M. Tetrahedron: Asymmetry2005, 16, 2391-2392.Sterically Congested 'Roofed' 2-Iminothioethers as New Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation.
Tokuda, R.; Matsunaga, H.; Ishizuka, T.; Nakajima, M.; Kunieda, T. Heterocycles 2005, 66, 135-141.Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by Chiral N,N'-Dioxides and Monodentate N-Oxides.
Nakajima, M.; Yokota, T.; Saito, M.; Hashimoto, S. Tetrahedron Lett. 2004, 45, 61-64.A New Dirhodium(II) Carboxamidate Complex as a Chiral Lewis Acid Catalyst for Enantioselective Hetero-Diels-Alder Reactions.
Anada, M.; Washio, T.; Shimada, N.; Kitagaki, S.; Nakajima, M.; Shiro, M.; Hashimoto, S. Angew. Chem. Int. Ed. 2004, 43, 2665-2668.The Enantioselective Aldol Reaction of Trimethoxysilyl Enol Ether Catalyzed by Lithium Binaphtholate.
Nakajima, M.; Orito, Y.; Ishizuka, T.: Hashimoto, S. Org. Lett.. 2004, 6, 3763-3765.ルイス塩基として機能する不斉有機触媒.
中島 誠, 化学と工業, 2004, 57, 720-723.
研究業績
Publication
2021
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Catalysis with Earth-abundant Elements; CHAPTER 11: Catalysis by Silicon Species
Sugiura, M.;Kotani, S.; Nakajima, M.
RSC Catalysis Series 2021-January(40) 309-333 2021年 -
CHIRAL PHOSPHINE OXIDE-CATALYZED ENANTIOSELECTIVE RING OPENING OF OXETANES
Kotani, S.; Tashima, Y.; Tanaka, H.; Aoki, S.; Nakajima M. 2021, 103, 1048–1056,
Heterocycles, In press.
2020
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Synthesis of conjugated multiunsaturated thioesters via one-pot TiCl4-promoted aldol condensation.
Boateng, A.; Harada, T.; Ashikari, Y.; Nakajima, M.; Sugiura, M.
Tetrahedron Lett. 2020, 61, 152280. -
Phosphine‐oxide‐catalyzed Enantioselective Cross‐aldol Reaction of Aldehydes with Trichlorosilane as Lewis Acid Promoter.
Kotani, S.; Hanamure, T.; Mori, Y.; Nakajima, M. ChemCatChem 2020, 12, 4780–4783.. -
O-Monoacyltartaric Acid/(Thio)urea Cooperative Organocatalysis for Enantioselective Conjugate Addition of Boronic Acid.
Yoshimitsu, T. Kuboyama, Y. Nishiguchi, S. Nakajima, M. Sugiura, M. Org. Lett. 2020, 22, 3780−3784. -
Recent Advances in Asymmetric Phosphine Oxide Catalysis.
Kotani, S.; Nakajima, M. Tetrahedron Lett. 2020, 61, 151421.
2019
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Lewis Base-catalyzed Enantioselective Conjugate Reductions of β,β-Disubstituted α,β-Unsaturated Ketones with Trichlorosilane: E/Z Isomerization, Regioselectivity, and Synthetic Applications.
Sugiura, M.; Ashikari, Y.; Takahashi, Y.; Yamaguchi, K.; Kotani, S.; Nakajima, M. J. Org. Chem. 2019, 84, 11458-11473.
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Selective Monoacylation of Diols and Asymmetric Desymmetrization of Dialkyl meso-Tartrates Using 2-Pyridyl Esters as Acylating Agents and Metal Carboxylates as Catalysts.
Hashimoto, Y.; Michimuko, C.; Yamaguchi, K.; Nakajima, M.; Sugiura, M. J. Org. Chem. 2019, 84, 9313-9321.
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Stereoselective Synthesis of 2-Fluoro-1,3-diols via Lithium Binaphtholate-catalyzed Aldol-Tishchenko Reaction.
Asano, T.; Kotani, S.; Nakajima, M. Org. Lett 2019, 21, 4192-4196.
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Lithium Binaphtholate-Catalyzed Michael Reaction of Malonates with Maleates and Its Application to the Enantioselective Synthesis of Tricarboxylic Acid Derivatives.
Sakamoto, M.; Kaneko, T.; Orito, Y.; Shimoda, Y.; Nakajima, M. Chem. Pharm. Bull. 2019, 67, 452-446.
2018
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Catalytic Enantioselective Aldol Reactions of Unprotected Carboxylic Acids under Phosphine Oxide Catalysis.
Kotani, S.; Yoshiwara, Y.; Ogasawara, M.; Sugiura, M.; Nakajima, M. Angew. Chem. Int. Ed. 2018, 57, 15877-15881.
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Dramatic Enantioselectivity Reversal in the Propargylation of Aldehyde with Alkynyllithium Catalyzed by Dilithium Binaphtholate Derivatives.
Nakajima, M.; Watanabe, R.; Osakama, K.; Sakamoto, M.; Takemoto, D. Kukita, K. Heterocycles 2018, 97, 708-711
2017
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ホスフィンオキシドを有機分子触媒とする不斉アルドール反応の開発.
中島 誠, 化学工業 2017, 68, 66-72.
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Stereoselective Synthesis of Nitrogen-containing Compounds from Enamines.
Sugiura, M.; Kashiwagi, T.; Ito, M.; Kotani, S.; Nakajima, M. J. Org. Chem. 2017, 82, 10968-10979.
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Asymmetric Aldol/Vinylogous Aldol/Cyclization Reaction Using Phosphine Oxide Catalysts.
Alim, N. R.; Miyazaki, S.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Kotani, S. Chem. Pharm. Bull. 2017, 65, 989-993.
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Chiral Lithium Binaphtholate for Enantioselective Amination of Acyclic α-Alkyl-β-keto Esters: Application to the Total Synthesis of L-Carbidopa.
Asano, T.; Moritani, M.; Nakajima. M.; Kotani, S. Tetrahedron 2017, 73, 5975-5982.
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Sequential Catalysis of Phosphine Oxide for Stereoselective Synthesis of Stereopentads.
Kotani, S.; Kai, K.; Sugiura, M.; Nakajima, M. Org. Lett. 2017, 19, 3672-3675.
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Enantioselective Chlorinative Aldol Reaction of α-Substituted Acroleins Catalyzed by Chiral Phosphine Oxides.
Kotani, S.; Hanamure, T.; Nozaki, H.; Sugiura, M.; Nakajima, M. Tetrahedron Asymmetry 2017, 28, 282-287.
2016
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Enantioselective Michael Addition of a Malonate Ester to a Maleate Ester Catalyzed by Lithium Binaphtholate.
Sakamoto, M.; Kaneko, T.; Orito, Y.; Nakajima, M. Synlett 2016, 27, 2477-2780.
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Enantioselective Amination of Acyclic α-Alkylated β-Keto Esters Catalyzed by Chiral Lithium Binaphtholate.
Kotani, S.; Asano, T.; Moritani, M.; Nakajima, M. Tetrahedron Lett. 2016, 57, 4217-4219.
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Asymmetric Direct 1,2-Addition of Aryl Grignard Reagents to Aryl Alkyl Ketones.
Osakama, K.; Nakajima, M. Org. Lett. 2016, 18, 236-239.
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Stereoselective Synthesis of Highly Functionalized 2,3-Dihydro-4-pyranones Using Phosphine Oxide as Catalyst.
Kotani, S.; Miyazaki, S.; Kawahara, K.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Chem. Pharm. Bull. 2016, 64, 189-192.
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Concise Asymmetric Construction of C2-Symmetric 1,9-Diarylnonanoids Using Hypervalent Silicon Complex: Total Synthesis of (-)-Ericanone.
Kotani, S., Kai, K., Shimoda, Y., Hu, H., Gao, S., Sugiura, M., Ogasawara, M. & Nakajima, M.Chem. Asian J.2016, 11, 376-379.
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Indoxyl Sulfate Potentiates Skeletal Muscle Atrophy by Inducing the Oxidative Stress-mediated Expression of Myostatin and Atrogin-1.
Enoki, Y.; Watanabe H.; Arake, R.; Sugimoto, R.; Imafuku, T.; Tominaga, Y.; Ishima, Y.; Kotani, S.; Nakajima, M.; Tanaka, M.; Matsushita, K.; Fukagawa, M.; Otagiri, M.; Maruyama, T. Sci. Rep. 2016, 6, 32084.
2015
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Tertiary Amine as a Nucleophile Carrier: α-Aminonitrile in the Cyanation of Acetals and Orthoesters.
Kotani, S.; Sakamoto, M.; Osakama, K.; Nakajima, M. Eur. J. Org. Chem. 2015, 30, 6606-6609.
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One-pot Synthesis of β,β-Disubstituted α,β-Unsaturated Carbonyl Compounds using Sequential Ti-Aldol Addition to Ketones and Elimination.
Sugiura, M.; Ashigari, Y.; Nakajima, M. J. Org. Chem. 2015, 80, 8830-8835.
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Nitration of Indoxyl Sulfate Facilitates Its Cytotoxicity in Human Renal Proximal Tubular Cells via Expression of Heme Oxygenase-1.
Ishima, Y.; Narisoko, T.; Kragh-Hansen, U.; Kotani, S.; Nakajima, M.; Otagiri, M.; Maruyama, T. Biochemi. Biophys. Res. Commun. 2015, 465, 481-487
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Conjugate Addition of Diboron Catalyzed by O-Monoacyltartaric Acid.
Sugiura, M.; Ishikawa, W.; Kuboyama, Y.; Nakajima, M. Synthesis 2015, 47, 2265-2269.
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Chiral Lithium Binaphtholate for Enantioselective Michael Addition of Acyclic α-Alkyl-β-keto Esters to Vinyl Ketones.
Kotani, S.; Moritani, M.; Nakajima, M. Asian J. Org. Chem. 2015, 4, 616-618.
-2014
Phosphine Oxide-Catalyzed Enantioselective Intramolecular Aldol Reaction via Regioselective Enolization of Unsymmetrical Diketones with Tetrachlorosilane.
Kotani, S.; Aoki, S.; Sugiura, M.; Ogasawara, M.; Nakajima, M. Org. Lett. 2014, 16, 4802-4805.O-Monoacyltartaric Acid-Catalyzed Enantioselective Conjugate Addition of a Boronic Acid to Dienones: Application to the Synthesis of Optically Active Cyclopentenones.
Sugiura, M.; Kinoshita, R.; Nakajima, M. Org. Lett. 2014, 16, 5172-5175.Human Organic Anion Transporters Function as a High-capacity Transporter for p-Cresyl Sulfate, a Uremic Toxin.
Watanabe, H.; Sakaguchi, Y.; Sugimoto, R.; Kaneko, K.; Iwata, H.; Kotani, S.; Nakajima, M.; Ishima, Y.; Otagiri, M.; Maruyama, T. Clinical and Experimental Nephrology 2014, 18, 814-820.Imino Ene-type Reaction of Enamines with N-Sulfonylimines and Application to Diastereoselective Synthesis of 1,3-Diamines.
Itoh, M.; Kotani, S.; Nakajima, M.; Sugiura, M. Tetrahedron Lett. 2014, 55, 4082-4085.Lithium Binaphtholate-catalyzed Asymmetric Addition of Lithium Acetylides to Carbonyl Compounds.
Kotani, S.; Kukita, K.; Tanaka, K.; Ichibakase, T.; Nakajima, M. J. Org. Chem. 2014, 79, 4809-4816.Diastereoselective Synthesis of 1,3-Diamines by a Domino Reaction of Imines, Enamines, and Trichlorosilane.
Kashiwagi, T.; Kotani, S.; Nakajima, M.; Sugiura, M. Tetrahedron Lett. 2014, 55, 1924-1926.Enantioselective Double Aldol Reactions Involving the Sequential Activation of Silicon Tetrachloride by Chiral Phosphine Oxides.
Kotani, S.; Sugiura, M.; Nakajima, M. Synlett 2014, 25, 631-640.連続的なアルドール反応を活用した骨格構築−立体選択的なポリオール合成への展開−.
小谷俊介, 杉浦正晴, 中島 誠 化学 2013, 68, 64-65.Atropisomeric Chiral Diene in Asymmetric Catalysis: C2-Symmetric (Z,Z)-2, 3-Bis[1-(diphenylphosphinyl)ethylidene]tetralin as Highly Active Lewis Base Organocatalyst.
Ogasawara, M.; Kotani, S.; Nakajima, H.; Furusho, H.; Miyasaka, M.; Shimoda, Y.; Wu, W.-Y.; Sugiura, M.; Takahashi, T.; Nakajima, M. Angew. Chem. Int. Ed. 2013, 52, 13798-13802.Enantioselective Morita–Baylis–Hillman Reaction Catalyzed by a Chiral Phosphine oxide.
Kotani, S.; Itoh, M.; Sugiura, M.; Ogasawara, M.; Nakajima, M. Tetrahedron Lett. 2013, 54, 6430-6433.Enantioselective Aldol Reaction Catalyzed by Chiral Phosphine Oxides.
Kotani, S.; Sugiura, M.; Nakajima. Chem. Rec. 2013, 13, 362-370.Stereoselective Synthesis of Multiple Stereocenters by Using a Double Aldol Reaction.
Shimoda, Y.; Kubo, T.; Sugiura, M.; Kotani, S.; Nakajima, M. Angew. Chem. Int. Ed. 2013, 52, 3461-3464.Facile Synthesis of Chiral 1,2-Chlorohydrins via the Ring-opening of meso-Epoxides Catalyzed by Chiral Phosphine Oxides.
Kotani, S.; Furusho, H.; Tokuoka, E. Nakajima, M. Tetrahedron 2013, 69, 3075-3081.Enantioselective Aldol Reactions Catalyzed by Chiral Lewis Bases.
Nakajima, M. in “Comprehensive Chirality” Carreira, E. M.; Yamamoto, H. Eds, Elsevier, 2012, Vol. 4, pp 198-209.Allylations of C–O and C–N Double Bonds and Related Reactions.
Sugiura, M.; Nakajima, M. in “Comprehensive Chirality” Carreira, E. M.; Yamamoto, H. Eds, Elsevier, 2012, Vol. 6, pp 214-233.C–X Bond Formation: Organocatalytic Enantioselective Halogenation of meso Epoxides.
Kotani, S.; Nakajima, M. in “Comprehensive Chirality” Carreira, E. M.; Yamamoto, H. Eds, Elsevier, 2012, Vol. 6, pp 506-517.Interaction between Two Sulfate-Conjugated Uremic Toxins, p-Cresyl Sulfate and Indoxyl Sulfate, during Binding with Human Serum Albumin.
Watanabe, H.; Noguchi, T.; Miyamoto, Y.; Kadowaki. D.; Kotani, S.; Nakajima, M.; Miyamura, S.; Ishima, Y.; Otagiri, M.; Maruyama, T. Drug Metab. Dispos. 2012, 40, 1423-1428.Efficient Preparation of 1,3-Diol derivatives with Three Contiguous Stereocenters by an Enantioselective Direct Aldol-Tishchenko Reaction.
Ichibakase, T.; Nakajima, M. Synthesis 2012, 44, 3145-3151.Enantioselective Reductive Aldol Reaction using Teriary Amine as Hydride Donor
Kotani, S.; Osakama, K.: Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2012, 53, 4199-4201.Synthesis of Aryl Group-modified DIOP Dioxides (Ar-DIOPOs) and Their Application as Modular Lewis Base Catalysts.
Ohmaru, Y.; Sato, N.; Mizutani, M.; Kotani, S.; Sugiura, M.; Nakajima, M. Org. Biomol. Chem. 2012, 10, 4562-4570.Trichlorosilyl Triflate Mediated-Enantioselective Directed Cross-Aldol Reaction between Ketones using Chiral Phosphine Oxide as an Organocatalyst.
Aoki, S.; Kotani, S.: Sugiura, M.; Nakajima, M. Chem. Commun. 2012, 48, 5524-5526.Construction of Quaternary Carbon Centers by Base-catalyzed Enantioselective Aldol Reaction and Related Reaction of Trimethoxysilyl Enol Ethers.
Ichibakase, T.; Kaneko, T.; Orito, Y.; Kotani, S.; Nakajima, M. Tetrahedron 2012, 68, 4210-4224.Organic Anion Transporters Play an Important Role in the Uptake of p-Cresyl Sulfate, a Uremic Toxin, in the Kidney.
Miyamoto, Y.; Watanabe, H.; Noguchi, T.; Kotani, S.; Nakajima, M.; Kadowaki, D.; Otagiri, M.; Maruyama, T. Nephrology Dialysis Transplantation 2011, 26, 2498-2502.A Tertiary Amine as A Hydride Donor: Trichlorosilyl Triflate-mediated Conjugate Reduction of Unsaturated Ketones.
Kotani, S.; Osakama, K.; Sugiura, M.; Nakajima, M. Org. Lett. 2011, 13, 3968-3971.Enantioselective Evans-Tishchenko Reduction of β-Hydroxyketone Catalyzed by Lithium Binaphtholate.
Ichibakase, T.; Nakatsu, M.; Nakajima, M. Molecules 2011, 52, 5008-5019.Enantioselective Double Aldol Reaction Catalyzed by Chiral Phosphine Oxide.
Shimoda, Y.; Kotani, S.; Sugiura, M.; Nakajima, M. Chem. Eur. J. 2011, 17, 7992-7995.Trichlorosilyl Triflate for Enantioselective Direct-type Aldol Reaction with Chiral Phosphine Oxide.
Kotani, S.; Aoki, S.; Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2011, 52, 2834-2836.Lithium Acetylides as Alkynylating Reagents for the Enantioselective Alkynylation of Ketones Catalyzed by Lithium Binaphtholate.
Tanaka, K.; Kukita, K.; Ichibakase, T.; Kotani, S.; Nakajima, M. Chem Commun. 2011, 47, 5614-5616.Direct Enantioselective Aldol-Tishchenko Reaction Catalyzed by Chiral Lithium Diphenylbinaphtholate.
Ichibakase, T.; Nakajima, M. Org. Lett. 2011, 13, 1579-1581.Synthesis of γ-Amino Alcohols from Aldehydes, Enamines, and Trichlorosilane using Lewis Base Catalysts.
Kashiwagi, T.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron 2011, 67, 531-539.Enantioselective Conjugate Addition of Boronic Acids to Enones Catalyzed by O-Monoacyltartaric Acids.
Sugiura, M.; Tokudomi, M.; Nakajima, M.Chem. Commun. 2010, 46, 7799-7800.Enantioselective Alkynylation of Carbonyl Compounds with Trimethoxysilylalkynes Catalyzed by Lithium Binaphtholate.
Ueda, T.; Tanaka, K.; Ichibakase, T.; Orito, Y.; Nakajima, M. Tetrahedron 2010, 66, 7726-7731.“Roofed” β-Iminodisulfides as New Chiral Ligands for Palladium-Catalyzed, Asymmetric Allylic Alkylation.
Matsunaga, H.; Tokuda, R.; Nakajima, M.; Ishizuka, T. Chem. Pharm. Bull. 2010, 58, 1419-1421.有機オキシド化合物を触媒とする直接的不斉アルドール反応の開発.
中島 誠, 化学工業, 2010, 61, 662-666.Development of Chiral Dinitrones as Modular Lewis Base Catalysts: Asymmetric Allylation of Aldehydes with Allyltrichlorosilanes.
Oh, Y. S.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron: Asymmetry 2010, 21, 1833-1835.DMAP-catalyzed Cyanation of Aldehydes and Ketones with Ethyl Cyanoformate.
Aoki, S.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2010, 51, 3547-3549.Enantioselective Alkynylation of Ketones with Trimethoxysilylalkynes using Lithium Binaphtholate as a Catalyst.
Tanaka, K.; Ueda, T.; Ichibakase, T.; Nakajima, M. Tetrahedron Lett. 2010, 51, 2168-2169.Diastereo- and Enantioselective Reductive Aldol Reaction with Trichlorosilane Using Chiral Lewis Bases as Organocatalysts.
Sugiura, M.; Sato, N.; Sonoda, Y.; Kotani, S.; Nakajima.; M. Chem. Asian J. 2010, 5, 478-481.第四級不斉炭素を構築するアルドール反応.
中島 誠, pp 248-249 「使える!有機合成反応241実践ガイド」丸岡啓二, 野崎京子, 石井康敬, 大 寺純蔵, 富岡 清監修, 化学同人, 2010.エノンの不斉還元的アルドール反応.
杉浦正晴, 中島 誠, pp 472-473「使える!有機合成反応241実践ガイド」丸岡啓二, 野崎京子, 石井康 敬, 大寺純蔵, 富岡 清監修, 化学同人, 2010.Novel Enantioselective Direct Aldol-type Reaction Promoted by Chiral Phosphine Oxide as an Organocatalyst.
Kotani, S.; Shimoda, Y.; Sugiura, M.; Nakajima, M. Tetrahedron Lett. 2009, 50, 4602-4605.Enantioselective Aldol Reaction of Silyl Ketene Acetals Promoted by a Lewis Base-activated Lewis Acid Catalyst.
Shimoda, Y.; Tando, T.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron: Asymmetry, 2009, 20, 1369-1370.Asymmetric Synthesis of 4H-1,3-Oxazines: Enantioselective Reductive Cyclization of β-Amino Enones with Trichlorosilane Catalyzed by Chiral Lewis Bases.
Sugiura, M.; Kumahara, M.; Nakajima, M. Chem. Commun. 2009, 3585-3587.クロロシリル化合物を活性 化する塩基触媒による不斉合成反応.
中島 誠, pp131-136 「フロンティア21 進化を続ける有機触媒」丸岡啓二監修, 化学同人, 2009.A Chiral "Roofed" cis-Diamine-Ru(II) Complex: An Efficient Catalyst for Asymmetric Transfer Hydrogenation of Ketimines.
Matsunaga, H.; Nakanishi, K.; Nakajima, M.; Kunieda, T.; Ishizuka, T. Heterocycles, 2009, 78, 617-622.Lewis Base-catalyzed Conjugate Reduction and Reductive Aldol Reaction of α,β-Unsaturated Ketones Using Trichlorosilane.
Sugiura, M.; Sato, N.; Kotani, S.; Nakajima, M. Chem. Commun. 2008, 4309-4311.Enantioselective Construction of Quaternary Asymmetric Carbon Centers Using an Aldol Reaction of Trimethoxysilyl Enol Ethers Catalyzed by Lithium Binaphtholate.
Ichibakase, T.; Orito, Y.; Nakajima, M. Tetrahedron Lett. 2008, 49, 4427-4429.First Asymmetric Abramov-type Phosphonylation of Aldehydes with Trialkyl Phosphites Catalyzed by Chiral Lewis Bases.
Nakanishi, K.; Kotani, S.; Sugiura, M.; Nakajima, M. Tetrahedron 2008, 64, 6415-6419.Chiral Phosphine Oxide BINAPO as a Lewis Base Catalyst for Asymmetric Allylation and Aldol Reaction of Trichlorosilyl Compounds.
Kotani, S.; Hashimoto, S.; Nakajima, M. Tetrahedron 2007, 63, 3122-3132.Catalytic Enantioselective Tandem Carbonyl Ylide Formation/1,3-Dipolar Cycloaddition Reactions of α-Diazo Ketones with Aromatic Aldehydes using Dirhodium(II) Tetrakis[N-benzene-fused-phthaloyl-(S)-valinate].
Tsutsui, H.; Shimada, N.; Abe, T.; Anada, M.; Nakajima, M.; Nakamura, S.; Nambu, H.; Hashimoto, S. Adv. Synth. Catal. 2007, 349, 521-526.Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by the Chiral Phosphine Oxide BINAPO.
Kotani, S.; Hashimoto, S.; Nakajima, M. Synlett 2006, 1116-1118.Lewis Base Catalyzed Asymmetric Reactions Involving Hypervalent Silicate Intermediates.
Orito, Y.; Nakajima, M. Synthesis 2006, 1391-1401.Chiral Base-Catalyzed Aldol Reaction of Trimethoxysilyl Enol Ethers: Effect of Water as an Additive on Stereoselectivities.
Orito, Y.; Hashimoto, S.; Ishizuka, T.; Nakajima, M. Tetrahedron 2006, 62, 390-400.N-オキシド・ホスフィンオキシドを触媒とする不斉合成反応.
中島 誠 pp59-70「有機分子触媒の新展開」柴崎正勝監修 シー・エム・シー出版, 2006.Chiral Phosphine Oxide as a Catalyst for Enantioselective Allylation of Aldehydes with Allyltrichlorosilane.
Nakajima, M.; Kotani, S.; Ishizuka, T.: Hashimoto, S. Tetrahedron Lett. 2005, 46, 157-159.Sterically Congested 'Roofed' 2-Thiazolines as New Chiral Ligands for Copper(II)-Catalyzed Asymmetric Diels-Alder Reactions.
Yamakuchi, M.; Matsunaga, H.; Tokuda, R.; Ishizuka, T.; Nakajima, M.; Kunieda, T. Tetrahedron Lett. 2005, 46, 4019-4022.Asymmetric Ring Opening of meso-Epoxides Catalyzed by the Chiral Phosphine Oxide BINAPO.
Tokuoka, E.; Kotani, S.; Matsunaga, H.; Ishizuka, T.; Hashimoto, S.; Nakajima, M. Tetrahedron: Asymmetry2005, 16, 2391-2392.Sterically Congested 'Roofed' 2-Iminothioethers as New Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation.
Tokuda, R.; Matsunaga, H.; Ishizuka, T.; Nakajima, M.; Kunieda, T. Heterocycles 2005, 66, 135-141.Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by Chiral N,N'-Dioxides and Monodentate N-Oxides.
Nakajima, M.; Yokota, T.; Saito, M.; Hashimoto, S. Tetrahedron Lett. 2004, 45, 61-64.A New Dirhodium(II) Carboxamidate Complex as a Chiral Lewis Acid Catalyst for Enantioselective Hetero-Diels-Alder Reactions.
Anada, M.; Washio, T.; Shimada, N.; Kitagaki, S.; Nakajima, M.; Shiro, M.; Hashimoto, S. Angew. Chem. Int. Ed. 2004, 43, 2665-2668.The Enantioselective Aldol Reaction of Trimethoxysilyl Enol Ether Catalyzed by Lithium Binaphtholate.
Nakajima, M.; Orito, Y.; Ishizuka, T.: Hashimoto, S. Org. Lett.. 2004, 6, 3763-3765.ルイス塩基として機能する不斉有機触媒.
中島 誠, 化学と工業, 2004, 57, 720-723.