Papers - NAKAMURA Shuichi

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  • Organocatalytic Enantioselective Decarboxylative Addition of Malonic Acids Half Thioesters to Isatins Reviewed

    Noriyuki Hara, Shuichi Nakamura, Yasuhiro Funahashi, Norio Shibata

    Advanced Synthesis & Catalysis   16 ( 353 )   2976 - 2980   2011.11

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    環境にやさしい有機触媒を用いる脱炭酸形アルドール反応を検討した。ケトン類への脱炭酸アルドール反応は未報告であり、本報告が世界初の例となる。本合成を活用し、有機触媒を用いるFlustraminol Bの触媒的エナンチオ選択的合成に成功した

    DOI: 10.1002/adsc.201100410

  • N-(Heteroarenesulfonyl)prolinamides-Catalyzed Aldol Reaction between Acetone and Aryl Trihalomethyl Ketones Reviewed

    Noriyuki Hara, Ryota Tamura, Yasuhiro Funahashi, Shuichi Nakamura

    Organic Letters   7 ( 13 )   1662 - 1665   2011.03

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    新規の不斉有機触媒として8-キノリンスルホニル基を有するプロリンアミド触媒を設計合成した。この触媒を用いて、トリハロメチルケトン、イミンへの反応を検討したところ、高エナンチオ選択的にアルドール反応が進行することが明らかとなった。分子軌道計算を用いて、分子内水素結合が選択性の発現に重要な役割を果たしていることを明らかにした。

    DOI: 10.1021/ol2001039

  • Catalytic Enantioselective Protonation of a-Oxygenated Ester Enolates Prepared through Phospha-Brook Rearrangement Reviewed

    Masashi Hayashi, Shuichi Nakamura

    Angew. Chem. Int. Ed.,   50 ( 10 )   2249 - 2252   2011.03

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    ケトエステル類への亜リン酸の付加反応を、キナアルカロイド触媒と塩基を組み合わせて用いることで、高エナンチオ選択的にαリン酸エステル化エステルの合成に成功した。世界で初めてのa-オキシエノラートの触媒的エナンチオ選択的プロトン化であるとともに、世界で初めてのフォスファブルック転位によるエナンチオ選択的プロトン化例である。

    DOI: 10.1002/anie.201007568

  • ヘテロアレーンスルホニル基を高機能性保護・活性化基として利用する不斉合成反応 Invited Reviewed

    中村修一・柴田哲男・融 健

    有機合成化学協会誌   10 ( 68 )   1017 - 1027   2010.10

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    Authorship:Lead author   Language:Japanese   Publishing type:Research paper (scientific journal)  

    これまでに我々が開発してきたヘテロアレーンスルホニル基を利用する不斉合成反応を概説した。

  • Enantioselective Synthesis of Trifluoromethyl-Substituted 2-Isoxazolines: Asymmetric Hydroxylamine/Enone Cascade Reaction Reviewed

    Kazutaka Matoba, Hiroyuki Kawai, Tatsuya Furukawa, Akihiro Kusuda, Etsuko Tokunaga, Shuichi Nakamura, Motoo Shiro, Norio Shibata

    Angew. Chem. Int. Ed.   33 ( 49 )   5762 - 5766   2010.07

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/anie.201002065

  • Enantioselective aldol reaction using recyclable montmorillonite-entrapped N-(2-thiophensulfonyl)prolinamide Reviewed

    Noriyuki Hara, Shuichi Nakamura, Norio Shibata, and Takeshi Toru

    Adv. Synth. Catal.   19 ( 352 )   1621 - 1624   2010.06

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    これまでに我々が開発してきた高機能性有機触媒をモンモリロナイトに担持し、触媒の回収再利用に成功した。

    DOI: 10.1002/adsc.201000214

  • Enantioselective Desymmetrization of meso-N-(Heteroarenesulfonyl)aziridines with TMSN3 Catalyzed by Chiral Lewis Acids Reviewed

    Shuichi Nakamura, Masashi Hayashi, Yasutoshi Kamada, Ryosuke Sasaki, Yuichi Hiramatsu, Norio Shibata and Takeshi Toru

    Tetrahedron Letters   29 ( 51 )   3820 - 3823   2010.03

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    アジリジンの不斉開環反応を行った。不斉触媒としてビスオキサゾリン-Mgを用い、窒素上に2-ピリジンスルホニル基を導入したところ、高エナンチオ選択的に生成物が得られた。得られた生成物から、生理活性物質であるU-50488を合成した。

    DOI: 10.1016/j.tetlet.2010.05.065

  • 2-Fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide: A Reagent for Nucleophilic Monofluoromethylation of Aldehydes Reviewed

    Tatsuya Furukawa, Yosuke Goto, Jumpei Kawazoe, Etsuko Tokunaga, Shuichi Nakamura,Yudong Yang, Hongguang Du,, Akikazu Kakehi, Motoo Shiro, Norio Shibata

    Angew. Chem. Int. Ed.,   49 ( 9 )   1642 - 1647   2010.01

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/anie.200906866

  • Copper-Catalyzed Enantioselective Three-Component Synthesis of Optically Active Propargylamines from Aldehyde, Amines, and Aliphatic Alkynes Reviewed

    Shuichi Nakamura, Mutsuyo Ohara, Yuko Nakamura, Norio Shibata, Takeshi Toru

    Chem. Eur. J.   16 ( 8 )   2360 - 2362   2010.01

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    DOI: 10.1002/chem.200903550

  • Synthesis and Configurational Stability of (S)- and (R)-Deuteriothalidomides Reviewed

    Takeshi Yamamoto, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata, and Takeshi Toru

    Takeshi Yamamoto, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata, and Takeshi Toru The Chemical Society of Japan   1 ( 58 )   110 - 112   2010.01

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: http://cpb.pharm.or.jp/abst/201001/ac58010110.html

  • Self-disproportionation of enantiomers of heterocyclic compounds having a tertiary trifluoromethyl alcohol center on chromatography with a non-chiral system Reviewed

    Shinichi Ogawa, Takayuki Nishimine, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata

    J. Fluorine Chem.   131 ( 4 )   521 - 524   2010.01

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.jfluchem.2009.12.002

  • Pronounced rate enhancements in condensation reactions attributed to the fluorous tag in modified Mukaiyama reagents Reviewed

    Masato Matsugi, Shuichi Nakamura, Yoko Kunda, Yuya Sugiyama, Takayuki Shioiri

    Tetrahedron Lett   51 ( 1 )   133 - 135   2010.01

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    DOI: 10.1016/j.tetlet.2009.10.109

  • Efficient Access to Extended Yagupolskii-Umemoto-Type Reagents: Triflic Acid Catalyzed Intramolecular Cyclization of ortho-Ethynylaryltrifluoromethylsulfanes Reviewed

    Andrej Matsnev, Shun Noritake, Yoshinori Nomura, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata

    Angew. Chem. Int. Ed.   3 ( 49 )   572 - 576   2009.12

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  • Catalytic Enantioselective Hydrophosphonylation of Ketimines Using Cinchona Alkaloids Reviewed

    Shuichi Nakamura, Masashi Hayashi, Yuichi Hiramatsu, Norio Shibata, Yasuhiro Funahashi, Takeshi Toru

    Journal of the American Chemical Society   51 ( 131 )   18240 - 18241   2009.12

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    DOI: http://dx.doi.org/10.1021/ja908940e

  • Construction of Nonadjacent Stereocenters Containing a Trifluoromethylated Carbon by Organocatalyzed Michael Addition of b-Ketoesters to 2-(Trifluoromethyl)acrylate Reviewed

    Shinichi Ogawa, Hiroyuki Yasui, Shuichi Nakamura, and Norio Shibata

    Chemistry Letters   10   1006 - 1007   2009.10

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: http://dx.doi.org/10.1246/cl.2009.1006

  • Design and Synthesis of Thalidomide-Deoxyribonucleoside Chimeras Reviewed

    Shigeru Suzuki, Takeshi Yamamoto, Etsuko Tokunaga, Shuichi Nakamura, Motohiro Tanaka, Takuma Sasaki, and Norio Shibata

    Chemistry Letters   11   1046 - 1047   2009.10

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    DOI: http://dx.doi.org/10.1246/cl.2009.1046

  • Asymmetric synthesis of a-fluoro-a-sulfenyl-b-ketoesters using DBFOX-Ph/Ni(II) complex Reviewed

    Takehisa Ishimaru, Shinichi Ogawa, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata

    Journal of Fluorin Chemistry   124 ( 11 )   1049-1053   2009.08

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    DOI: http://dx.doi.org/10.1016/j.jfluchem.2009.08.004

  • SolkaneR 365mfc is an environmentally benign alternative solvent for trifluoromethylation reactions Reviewed

    Akihiro Kusuda, Hiroyuki Kawai, Shuichi Nakamura and Norio Shibata,

    Green Chemistry   11   1733 - 1735   2009.08

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    DOI: http://dx.doi.org/10.1039/b913984b

  • Catalytic Enantioselective Trifluoromethylation of Azomethine Imines with Trimethyl(trifluoromethyl)silane Reviewed

    Hiroyuki Kawai, Akihiro Kusuda, Shuichi Nakamura, Motoo Shiro, Norio Shibata

    Angew. Chem. Int. Ed.,   34 ( 48 )   6324 - 6327   2009.07

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    DOI: http://dx.doi.org/10.1002/anie.200902457

  • Synthesis, photophysical and electrochemical properties of perfluoroisopropyl substituted binuclear phthalocyanine conjugated with a butadiyne linker Reviewed

    Norio Shibata, Banibrata Das, Masamichi Hayashi, Shuichi Nakamura, Takeshi Toru

    Journal of Fluorin Chemistry   12 ( 124 )   1164 - 1170   2009.07

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    DOI: http://dx.doi.org/10.1016/j.jfluchem.2009.06.023

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