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Innovative Molecular Transformation and Drug Lead Development Based on Fine Design of Multinuclear Catalysis

Research Project

Project/Area Number 23689002
Research Category

Grant-in-Aid for Young Scientists (A)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionThe University of Tokyo

Principal Investigator

MATSUNAGA Shigeki  東京大学, 薬学研究科(研究院), 准教授 (50334339)

Research Collaborator YOSHINO Tatsuhiko  
MITSUNUMA Harunobu  
KATO Shota  
LU Gang  
SUZUKI Yudai  
Project Period (FY) 2011-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥27,560,000 (Direct Cost: ¥21,200,000、Indirect Cost: ¥6,360,000)
Fiscal Year 2013: ¥7,930,000 (Direct Cost: ¥6,100,000、Indirect Cost: ¥1,830,000)
Fiscal Year 2012: ¥7,930,000 (Direct Cost: ¥6,100,000、Indirect Cost: ¥1,830,000)
Fiscal Year 2011: ¥11,700,000 (Direct Cost: ¥9,000,000、Indirect Cost: ¥2,700,000)
Keywords触媒 / 医薬合成 / 不斉触媒 / 不斉合成 / キラル化合物 / シッフ塩基 / 複素環 / アミノ酸 / 協同機能触媒 / 医薬リード / 複核金属触媒 / 天然物合成 / 複核錯体
Outline of Final Research Achievements

We have succeeded in the development of novel asymmetric catalysis without using rare earth metals. The newly developed chiral catalysts were , then, applied for the synthesis of compounds bearing chiral tetra-substituted stereocenters. Instead of previously used rare earth metals, abundant magnesium and manganese chiral catalysts were developed. High catalytic activity was achieved by fine design of multinuclear metal catalysts, and the multinulcear catalysts enabled easy access to chiral nitrogen-containing building blocks. With the new catalytic asymmetric reactions, we applied the reactions to the design and library synthesis of promising anti-tumor agents.

Report

(4 results)
  • 2014 Final Research Report ( PDF )
  • 2013 Annual Research Report
  • 2012 Annual Research Report
  • 2011 Annual Research Report
  • Research Products

    (13 results)

All 2014 2013 2012 2011 Other

All Journal Article (7 results) (of which Peer Reviewed: 7 results) Presentation (5 results) (of which Invited: 4 results) Remarks (1 results)

  • [Journal Article] Multimetallic Schiff Base Complexes as Cooperative Asymmetric Catalysts2013

    • Author(s)
      Shigeki Matsunaga and Masakatsu Shibasaki
    • Journal Title

      Synthesis

      Volume: 45 Issue: 04 Pages: 421-437

    • DOI

      10.1055/s-0032-1316846

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Mg-catalyzed Enantioselective Benzylic C-H Bond Functionalization of Isoindolinones: Addition to Imines2012

    • Author(s)
      Suzuki, Y.; Kanai, M.; Matsunaga, S.
    • Journal Title

      Chem. Eur. J.

      Volume: 18 Issue: 8 Pages: 7654-7657

    • DOI

      10.1002/asia.201300251

    • Related Report
      2013 Annual Research Report 2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Direct Catalytic Asymmetric Vinylogous Michael Reaction of α,β-Unsaturated γ-Butyrolactam under Dinuclear Nickel Schiff Base Catalysis2012

    • Author(s)
      Hirooki Tanabe, Yingjie Xu, Bo Sun, Shigeki Matsunaga and Masakatsu Shibasaki
    • Journal Title

      Heterocycles

      Volume: 86 Issue: 1 Pages: 611-622

    • DOI

      10.3987/com-12-s(n)58

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Catalytic Asymmetric Synthesis of Spirooxindoles by a Mannich-Type Reaction of Isothiocyanato Oxindoles2012

    • Author(s)
      Kato, S.; Yoshino, T.; Shibasaki, M.; Kanai, M.; Matsunaga, S.
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 51 Issue: 28 Pages: 7007-7010

    • DOI

      10.1002/anie.201203005

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Catalytic Asymmetric Total Synthesis of Chimonanthine, Folicanthine, and Calycanthine via Double Michael Reaction of Bisoxindole2012

    • Author(s)
      Mitsunuma, H.; Shibasaki, M.; Kanai, M.; Matsunaga, S.
    • Journal Title

      Angew.Chem.Int.Ed.

      Volume: 51(印刷中) Issue: 21 Pages: 5217-5221

    • DOI

      10.1002/anie.201201132

    • Related Report
      2012 Annual Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Catalytic Asymmetric Amination of Oxindoles Under Dinuclear Nickel Schiff Base Catalysis2012

    • Author(s)
      Shinsuke Mouri, Zhihua Chen, Shigeki Matsunaga, Masakatsu Shibasaki
    • Journal Title

      Heterocycles

      Volume: 84 Issue: 2 Pages: 879-892

    • DOI

      10.3987/com-11-s(p)66

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Construction of Contiguous Tetrasubstituted Chiral Carbon Stereocenters via Direct Catalytic Asymmetric Aldol and Mannich-type Reactions2011

    • Author(s)
      Matsunaga, S.; Yoshino, T.
    • Journal Title

      the Chemical Record

      Volume: 11 Issue: 5 Pages: 260-268

    • DOI

      10.1002/tcr.201100020

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Presentation] 第一遷移金属触媒を活用した精密有機合成~不斉合成およびC-H結合直截変換反応~2014

    • Author(s)
      松永茂樹
    • Organizer
      第2回慶応若手シンポジウム
    • Place of Presentation
      慶応大学
    • Year and Date
      2014-05-09
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] 第一遷移金属触媒を活用した精密有機合成~不斉合成およびC-H結合直截変換反応~2014

    • Author(s)
      松永茂樹
    • Organizer
      持田製薬講演会
    • Place of Presentation
      御殿場 持田製薬研究所
    • Year and Date
      2014-04-18
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] 求核的活性種の触媒的発生法の開発2012

    • Author(s)
      松永茂樹
    • Organizer
      分子化学研究会
    • Place of Presentation
      福岡レイクサイドホテル久山
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Catalytic Generation of Nucleophilic Active Species2012

    • Author(s)
      Shigeki Matsunaga
    • Organizer
      「分子活性化」第1回若手国際セミナー
    • Place of Presentation
      岩手花巻
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Hetero & Homo-dinuclear Schiff Base Complexes as Bifunctional Asymmetric Catalysts2011

    • Author(s)
      Shigeki Matsunaga
    • Organizer
      Merck-Banyu Lectureship
    • Place of Presentation
      Harvard University(USA)(招待講演)
    • Year and Date
      2011-10-28
    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://www.f.u-tokyo.ac.jp/~kanai/publication/index.html

    • Related Report
      2011 Annual Research Report

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Published: 2011-04-06   Modified: 2019-07-29  

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