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2011 Fiscal Year Final Research Report

Development of highly functional asymmetric catalysis and reagents by using coordinative group

Research Project

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Project/Area Number 22750089
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionNagoya Institute of Technology

Principal Investigator

NAKAMURA Shuichi  名古屋工業大学, 大学院・工学研究科, 准教授 (20335087)

Project Period (FY) 2010 – 2011
Keywords不斉合成 / 反応
Research Abstract

In order to develop the synthesis of chiral compounds, we designed novel organocatalysts having a coordinative heteroaryl group in their structures. Although enantioselective aldol reaction to ketone is generally difficult, the reaction using our novel organocatalysts afforded good results. Especially, biologically active flustraminol and AG-041R derivatives can be prepared by using the organocatalysts. Furthermore, organocatalyst could be readily reusable without significant loss of catalytic activity or enantioselectivity.

  • Research Products

    (31 results)

All 2012 2011 2010 Other

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (25 results) Remarks (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] N-(Heteroarenesulfonyl) prolinamides Catalyzed Aldol Reaction between Acetone and Aryl Trihalomethyl Ketones2011

    • Author(s)
      Noriyuki Hara, Ryota Tamura, Yasuhiro Funahashi, Shuichi Nakamura
    • Journal Title

      Org. Lett

      Volume: 13(7) Pages: 1662-1665

    • Peer Reviewed
  • [Journal Article] Organocatalytic Enantioselective Decarboxylative Addition of Malonic Acids Half Thioesters to Isatins2011

    • Author(s)
      Noriyuki Hara, Shuichi Nakamura, Yasuhiro Funahashi, Norio Shibata
    • Journal Title

      Adv. Synth. Catal

      Volume: 353(16) Pages: 2976-2980

    • Peer Reviewed
  • [Journal Article] Enantioselective Desymmetrization of mesoN(Heteroarenesulfonyl) aziridines with TMSN3 Catalyzed by Chiral Lewis Acids2010

    • Author(s)
      Shuichi Nakamura, Masashi Hayashi, Yasutoshi Kamada, Ryosuke Sasaki, Yuichi Hiramatsu, Norio Shibata and Takeshi Toru
    • Journal Title

      Tetrahedron Letters

      Volume: 51(29) Pages: 3820-3823

    • Peer Reviewed
  • [Journal Article] Enantioselective aldol reaction using recyclable montmorillonite-entrapped N-(2-thiophensulfonyl) prolinamide2010

    • Author(s)
      Noriyuki Hara, Shuichi Nakamura, Norio Shibata, and Takeshi Toru
    • Journal Title

      Adv. Synth. Catal

      Volume: 352(19) Pages: 1621-1624

    • Peer Reviewed
  • [Presentation] マロン酸ハーフチオエステルを用いた有機触媒的脱炭酸型アルドール反応の開発2012

    • Author(s)
      原範之・中村修一・柴田哲男
    • Organizer
      日本化学会第92春季年会慶鷹義塾大学日吉キャンパス
    • Place of Presentation
      矢上キャンパス
    • Year and Date
      20120325-28
  • [Presentation] ヘテロアレーンスルポニル基を有する新規不斉有機触媒を用いたケチミン類への脱炭酸型マンニッヒ型反応の開発2012

    • Author(s)
      佐野正英・原範之・中村修一・柴田哲男
    • Organizer
      本化学会第92春季年会慶磨義塾大学日吉キャンパス
    • Place of Presentation
      矢上キャンパス
    • Year and Date
      20120325-28
  • [Presentation] Organocatalytic Enantioselective Aldol condensation between Malonic Acids Half Thioesters and Isatins2011

    • Author(s)
      Noriyuki Hara, Shuichi Nakamura, Norio Shibata
    • Organizer
      University Grobal COE International Symposium
    • Place of Presentation
      Nagoya University,Higashiyama Campus Noyori Conference Hall
    • Year and Date
      20111128-30
  • [Presentation] Enantioselective Aldol Condensation between Thioesters and Isatins2011

    • Author(s)
      Noriyuki Hara, Shuichi Nakamura, Norio Shibata
    • Organizer
      10th International Symposium on Organic Reactions(ISOR10)
    • Place of Presentation
      at Keio University(Yokohama, JAPAN)
    • Year and Date
      20111121-24
  • [Presentation] イサチンへの有機触媒的脱炭酸型アルドール反応の開発2011

    • Author(s)
      原範之・中村修一・柴田哲男
    • Organizer
      第1回CSJ化学フェスター2011世界化学年記念大会一
    • Place of Presentation
      早稲田大学大隈記念講堂・小野梓記念館
    • Year and Date
      20111113-15
  • [Presentation] ヘテロアレーンスルポニルイミンを用いた4置換炭素を有する2-イミダゾリンの不斉合成2011

    • Author(s)
      前野友里・山村明子・中村修一・柴田哲男
    • Organizer
      第42回中部化学関係学協会支部連合秋季大会(長野)
    • Place of Presentation
      信州大学工
    • Year and Date
      20111105-06
  • [Presentation] ヘテロアレーンスルポニル基を有するアジリジンのTMS-NCSによる触媒的不斉開環反応2011

    • Author(s)
      小鎗まどか・林真志・中村修一・柴田哲男
    • Organizer
      第42回中部化学関係学協会支部連合秋季大会(長野)
    • Place of Presentation
      信州大学工学部
    • Year and Date
      20111105-06
  • [Presentation] ケトン類に対する脱炭酸型アルドール反応の開発:(-)-Fulastraminol Bの不斉合成lP222011

    • Author(s)
      原範之・中村修一・柴田哲男
    • Organizer
      第42回中部化学関係学協会支部連合秋季大会(長野)
    • Place of Presentation
      信州大学工学部
    • Year and Date
      20111105-06
  • [Presentation] Desymmetrization of meso-N-(Heteroarenesulfonyl) aziridines with TMSNCS Catalyzed by Chiral Phosphoric Acids2011

    • Author(s)
      Madoka Koyari, Masashi Hayashi, Shuichi Nakamura, Norio Shibata
    • Organizer
      The 2nd International Symposium on Process Chemistry ISPC2011
    • Place of Presentation
      国立京都国際会館
    • Year and Date
      20110810-12
  • [Presentation] N-(Heteroarenesulfonyl) prolinamides Catalysed aldol reaction of aryl trihalomethyl ketones2011

    • Author(s)
      Ryota Tamura, Noriyuki Hara, Shuichi Nakamura, Norio Shibata
    • Organizer
      The 2nd International Symposium on Process Chemistry ISPC2011
    • Place of Presentation
      国立京都国際会館
    • Year and Date
      20110810-12
  • [Presentation] Organocatalytic Enantioselective Decarboxylative Addition of Malonic Acids Half Thioesters to Isatins 1P-682011

    • Author(s)
      Shuichi Nakamura, Norio Shibata
    • Organizer
      The 2nd International Symposium on Process Chemistry ISPC2011
    • Place of Presentation
      国立京都国際会館
    • Year and Date
      20110810-12
  • [Presentation] Enantioselective Aldol Reaction between Acetone and Aryl Trihalomethyl Ketones using N-(Heteroarenesulfonyl) prolinamides2011

    • Author(s)
      Noriyuki Hara, Ryota Tamura, Shuichi Nakamura
    • Organizer
      Symposium on Molecular Chirality 2011
    • Place of Presentation
      Tokyo Institute of Technology
    • Year and Date
      20110520-21
  • [Presentation] 不斉有機触媒を用いるヘテロアレーンスルポニルイミンへのイソニトリルの付加反応2011

    • Author(s)
      前野友里・山村明子・中村修一
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Year and Date
      20110326-29
  • [Presentation] First Enantioselective Synthesis of-Flustraminol B with Organocatalytic Decarboxylative Addition of Malonic Acids Half Thioesters to Isatins2011

    • Author(s)
      Noriyuki Hara, Shuichi Nakamura, Norio Shibata
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium 29 November
    • Place of Presentation
      KEIO PLAZA HOTEL TOKYO
    • Year and Date
      2011-12-02
  • [Presentation] 有機触媒を用いるイサチンへの脱炭酸型不斉アルドール反応の開発2011

    • Author(s)
      原範之・中村修一・柴田哲男
    • Organizer
      第4回有機触媒シンポジウム
    • Place of Presentation
      東京理科大学神楽坂キャンパス
    • Year and Date
      2011-09-17
  • [Presentation] ヘテロアリール基を有する不斉有機触媒を用いたトリハロメチルケトン類への不斉アルドール反応2011

    • Author(s)
      田村亮太・原範之・中村修一・柴田哲男
    • Organizer
      第4回有機触媒シンポジウム
    • Place of Presentation
      東京理科大学神楽坂キャンパス
    • Year and Date
      2011-09-17
  • [Presentation] Organocatalytic Decarboxylative Addition of Malonic Acids Half Thioesters to Isatins Flustraminol B2011

    • Author(s)
      Noriyuki Hara, Shuichi Nakamura, Norio Shibata
    • Organizer
      International Symposium on Catalysis and Fine Chemicals 2011(C & FC2011)
    • Place of Presentation
      Nara in Japan
    • Year and Date
      2011-04-08
  • [Presentation] Recyclable montmorillonite-entrapped N-(2Thiophenesulfonyl) prolinamide for asymmetric aldol reaction2010

    • Author(s)
      Noriyuki Hara, Shuichi Nakamura, Norio Shibata, Takeshi Toru
    • Organizer
      2010環太平洋国際化学会議PACIFICHEM
    • Place of Presentation
      ハワイコンベンションセンター
    • Year and Date
      20101215-20
  • [Presentation] 不斉有機触媒を用いるアレーンスルポニルイミンへのエナンチオ選択的脱炭酸型Mannich反応2010

    • Author(s)
      櫻井雄基・山村明子・中村修一・柴田哲男・融健
    • Organizer
      第41回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      豊橋技術科学大学
    • Year and Date
      20101106-07
  • [Presentation] 回収再利用可能なモンモリロナイト担持有機触媒を用いる不斉アルドール反応2010

    • Author(s)
      原範之・中村修一・柴田哲男・融健
    • Organizer
      第41回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      豊橋技術科学大学
    • Year and Date
      20101106-07
  • [Presentation] ヘテロアリール基を有する不斉有機触媒を用いたケトン類へのアルドール反応2010

    • Author(s)
      田村亮太・原範之・中村修一・柴田哲男・融健
    • Organizer
      第41回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      豊橋技術科学大学
    • Year and Date
      20101106-07
  • [Presentation] モンモリロナイト担持N-(2一チオフェンスルポニル)プロリンアミド触媒を用いる不斉アルドール反応への展開2010

    • Author(s)
      原範之、中村修一、柴田哲男、融健
    • Organizer
      第36回反応と合成の進歩シンポジウム
    • Place of Presentation
      ウインクあいち
    • Year and Date
      20101101-02
  • [Presentation] Enantioselective Aldol Reaction Using Recyclable MontmorilloniteEntrapped N-(2Thiophenesulfonyl) prolinamide2010

    • Author(s)
      Noriyuki Hara, Shuichi Nakamura, Norio Shibata, Takeshi Toni
    • Organizer
      22nd International Symposium on Chirality
    • Place of Presentation
      Sapporo
    • Year and Date
      20100712-0715
  • [Presentation] Enantioselective Synthesis of(R) Convolutamydine A, B and E with N-(Heteroarenesulfonyl) prolinamides2010

    • Author(s)
      Noriyuki Hara, Shuichi Nakamura, Norio Shibata, Takeshi Toru
    • Organizer
      Molecular Chirality 2010 Sapporo
    • Year and Date
      20100711-12
  • [Presentation] Montmorillonite担持不斉有機触媒を用いる(R)-Convolutamydine Aの不斉合成2010

    • Author(s)
      原範之・中村修一・柴田哲男・融健
    • Organizer
      第56回日本薬学会東海支部総会・大会
    • Place of Presentation
      岐阜薬科大学平
    • Year and Date
      2010-07-03
  • [Remarks]

    • URL

      http://www.ach.nitech.ac.jp/~organic/shibata/nakamura.html

  • [Patent(Industrial Property Rights)] ヘテロアレーンスルポニル化キナアルカロイドアミン触媒およびこれを用いるβ一アミノカルボニル化合物の製造方法2011

    • Inventor(s)
      中村修一・柴田哲男・原範之・田村亮太・佐野正英
    • Industrial Property Rights Holder
      名古屋工業大学
    • Industrial Property Number
      PCT、特願2011-263235
    • Filing Date
      2011-12-01

URL: 

Published: 2013-07-31  

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