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Development of New Transformation Reactions Using Unsaturated Molecules Activated by Silicon Substituents

Research Project

Project/Area Number 26410119
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Synthetic chemistry
Research InstitutionKyoto University

Principal Investigator

Okamoto Kazuhiro  京都大学, 工学研究科, 助教 (30552658)

Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2016: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2014: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywordsケイ素置換基 / 環化付加 / Lewis酸 / 超共役 / 選択的有機合成 / 1,4-シフト / 酸触媒 / 不飽和炭化水素 / 均一系触媒 / インジウム / 有機ケイ素化合物 / ルイス酸触媒 / 環化付加反応 / 立体選択的合成
Outline of Final Research Achievements

In this research, we aimed at the establishment of the new transformation reactions based on understanding the specific features of silicon-containing unsaturated organic molecules by means of the mechanistic and experimental studies on the Lewis acid-catalyzed selective cycloaddition reactions using silicon-containing unsaturated organic molecules. As a result, we have developed some new selective synthetic methods using the effect of silicon substituents. The obtained insights on the effect of silicon substitution towards the synthetic utilities would cause further developments and applications of organic reactions using heteroatom-based unsaturated molecules.

Report

(4 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • 2014 Research-status Report
  • Research Products

    (8 results)

All 2016 2015 2014 Other

All Int'l Joint Research (1 results) Journal Article (4 results) (of which Peer Reviewed: 4 results,  Acknowledgement Compliant: 4 results) Presentation (3 results) (of which Int'l Joint Research: 1 results)

  • [Int'l Joint Research] ヴェストファーレンヴィルヘルム大学ミュンスター(ドイツ)

    • Related Report
      2015 Research-status Report
  • [Journal Article] Synthesis of 2H-Azirines by Iridium-Catalyzed Decarboxylative Ring Contraction of Isoxazol-5(4H)-ones2016

    • Author(s)
      Kazuhiro Okamoto, Takuya Shimbayashi, Masato Yoshida, Kouichi Ohe
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 55 Issue: 25 Pages: 7199-7202

    • DOI

      10.1002/anie.201602241

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Indium-Catalyzed [2+2] Cycloaddition of Allylsilanes to Internal Alkynones2015

    • Author(s)
      Kazuhiro Okamoto, Takuya Shimbayashi, Eisuke Tamura, Kouichi Ohe
    • Journal Title

      Organic Letters

      Volume: 17 Issue: 23 Pages: 5843-5845

    • DOI

      10.1021/acs.orglett.5b03065

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Copper-Catalyzed Cyanation of Aryl- and Alkenylboronic Reagents with Cyanogen Iodide2015

    • Author(s)
      Kazuhiro Okamoto, Naoki Sakata, Kouichi Ohe
    • Journal Title

      Organic Letters

      Volume: 17 Issue: 19 Pages: 4670-4673

    • DOI

      10.1021/acs.orglett.5b01924

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Stereoselective Construction of 1,3-Disilylcyclopentane Derivatives by Scandium-catalyzed [3+2] Cycloaddition of Allylsilanes to β-Silylenones2014

    • Author(s)
      Kazuhiro Okamoto, Eisuke Tamura, Kouichi Ohe
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 53 Issue: 38 Pages: 10195-10199

    • DOI

      10.1002/anie.201404218

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] Transition Metal-catalyzed Decarboxylative Ring-reconstruction of Nitrogen-containing Heterocycles2016

    • Author(s)
      Kazuhiro Okamoto, Atsushi Nanya, Takuya Shimbayashi, Masato Yoshida, Kouichi Ohe
    • Organizer
      有機金属化学国際会議(ICOMC2016)
    • Place of Presentation
      メルボルン,オーストラリア
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 銅触媒によるヨウ化シアンを用いる有機ボロン酸のシアノ化反応2015

    • Author(s)
      岡本和紘,坂田尚紀,大江浩一
    • Organizer
      ヨウ素学会シンポジウム
    • Place of Presentation
      千葉大学西千葉キャンパス
    • Year and Date
      2015-09-16
    • Related Report
      2015 Research-status Report
  • [Presentation] EFFECT OF SILICON-SUBSTITUENTS IN ACID-CATALYZED ADDITION OF ALKENES TO CONJUGATE ENONES2014

    • Author(s)
      Kazuhiro Okamoto, Eisuke Tamura, Kouichi Ohe
    • Organizer
      SICC-8: Singapore Intrenational Chemistry Conference
    • Place of Presentation
      Singapore
    • Year and Date
      2014-12-14 – 2014-12-17
    • Related Report
      2014 Research-status Report

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Published: 2014-04-04   Modified: 2022-02-16  

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