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Development of Molecular Transformation Method Based on Transition-Metal-Catalyzed Reaction Involving Hydrogen-Boron Exchange

Research Project

Project/Area Number 20750076
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionKyoto University

Principal Investigator

OHMURA Toshimichi  Kyoto University, 工学研究科, 講師 (00378803)

Project Period (FY) 2008 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2009: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2008: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Keywords遷移金属触媒 / 立体選択的合成 / カスケード反応 / 官能基化 / 有機ホウ素化合物 / 有機ケイ素化合物 / 合成反応 / 結合形成
Research Abstract

An efficient platinum-catalyzed reaction involving hydrogen-boron exchange on the carbon-carbon double bond has been established, which results in regioand stereoselective construction of organoboron compounds. A rhodium-catalyzed addition reaction of hydrosilane, which is formed in the hydrogen-boron exchange, to the carbon-carbon double bond has also been developed. Finally, sequential molecular transformation involving stereoselective construction of both carbon-carbon double bond and stereogenic carbon centers has been achieved by applying those two reactions.

Report

(3 results)
  • 2009 Annual Research Report   Final Research Report ( PDF )
  • 2008 Annual Research Report
  • Research Products

    (13 results)

All 2010 2009 2008 Other

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (6 results) Remarks (3 results)

  • [Journal Article] Stereoselective Synthesis of -cis-Methyland Phenyl-Substituted Alkenylboronates by Platinum-Catalyzed Dehydrogenative Borylation2009

    • Author(s)
      Toshimichi Ohmura, Yuta Takasaki, Hideki Furukawa, Michinori Suginome
    • Journal Title

      Angew.Chem.Int.Ed. 48

      Pages: 2372-2375

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Silylboranes as New Tools in Organic Synthesis2009

    • Author(s)
      Toshimichi Ohmura, Michinori Suginome
    • Journal Title

      Bull.Chem.Soc.Jpn. 82

      Pages: 29-49

    • NAID

      10023987199

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Stereoselective Synthesis of cis-β-Methyl- and Phenyl-Substituted Alkenylboronates by Platinum-Catalyzed Dehydrogenative Borylation2009

    • Author(s)
      Toshimichi Ohmura, (他3名)
    • Journal Title

      Angew.Chem.Int.Ed. 48

      Pages: 2372-2375

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Silylboranes as New Tools in Organic Synthesis2009

    • Author(s)
      Toshimichi Ohmura, (他1名)
    • Journal Title

      Bull.Chem.Soc.Jpn. 82

      Pages: 29-49

    • NAID

      10023987199

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Presentation] ロジウム触媒による第3級アリル型アルコール誘導体のジアステレオ選択的分子内ヒドロシリル化2010

    • Author(s)
      大村智通、口田健太、杉野目道紀
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学
    • Year and Date
      2010-03-27
    • Related Report
      2009 Final Research Report
  • [Presentation] 触媒的ボリル化・シリル化の新展開2010

    • Author(s)
      大村智通
    • Organizer
      第15回精密合成セミナー
    • Place of Presentation
      北海道大学
    • Year and Date
      2010-01-08
    • Related Report
      2009 Annual Research Report 2009 Final Research Report
  • [Presentation] 多元素が関与する触媒サイクルの精密制御:シリルボランと不飽和有機分子の反応2009

    • Author(s)
      大村智通
    • Organizer
      第5回有機元素化学セミナー
    • Place of Presentation
      京都大学
    • Year and Date
      2009-02-19
    • Related Report
      2009 Final Research Report
  • [Presentation] 多元素が関与する触媒サイクルの精密制御:シリルボランと不飽和有機分子の反応2009

    • Author(s)
      大村智通
    • Organizer
      第5回有機元素化学セミナー
    • Place of Presentation
      京都大学化学研究所
    • Year and Date
      2009-02-19
    • Related Report
      2008 Annual Research Report
  • [Presentation] シリルボランの新反応化学:炭素-炭素不飽和結合への触媒的精密元素導入2008

    • Author(s)
      大村智通
    • Organizer
      平成20年度第1回有機金属若手研究者の会
    • Place of Presentation
      大阪府立大学
    • Year and Date
      2008-09-27
    • Related Report
      2009 Final Research Report 2008 Annual Research Report
  • [Presentation] 白金触媒による脱水素ボリル化を基軸としたアルケンの立体選択的官能基化2008

    • Author(s)
      大村智通、高崎勇太、古川英紀、杉野目道紀
    • Organizer
      第25回有機合成化学セミナー
    • Place of Presentation
      熊本
    • Year and Date
      2008-09-08
    • Related Report
      2009 Final Research Report
  • [Remarks] ホームページ等

    • URL

      http://www.sbchem.kyoto-u.ac.jp/suginome-lab/jp/

    • Related Report
      2009 Final Research Report
  • [Remarks]

    • URL

      http://www.sbchem.kyoto-u.ac.jp/suginome-lab/jp/

    • Related Report
      2009 Annual Research Report
  • [Remarks]

    • URL

      http://www.sbchem.kyoto-u.ac.jp/suginome-lab/jp/

    • Related Report
      2008 Annual Research Report

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Published: 2008-04-01   Modified: 2016-04-21  

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