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Catalytic Synthesis of a Chiral Silicon Center

Research Project

Project/Area Number 24655078
Research Category

Grant-in-Aid for Challenging Exploratory Research

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

Principal Investigator

TOBISU Mamoru  大阪大学, 工学(系)研究科(研究院), 准教授 (60403143)

Project Period (FY) 2012-04-01 – 2013-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2012: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Keywordsキラルケイ素 / 触媒反応 / 不斉ケイ素中心 / キラルケイ素中心
Research Abstract

Chemistry of chiral silicon centers remain unexplored, when compared to that of chiral carbon centers, mainly due to the lack of methods for the construction of chiral silicon centers. The purpose of this study is to develop a catalytic method for the generation of chiral silicon centers on the basis of rhodium-catalyzed synthesis of benzosiloles, which we reported previously. We found that the substrate containing an isopropyldimethylsilyl group was employed, a less bulky methyl group is cleaved exclusively, and enantioselective cleavage of two enantiotopic methyl groups was possible by adding a chiral phosphine ligand to form a benzosilole bearing a chiral silicon center.

Report

(3 results)
  • 2013 Annual Research Report   Final Research Report ( PDF )
  • 2012 Research-status Report
  • Research Products

    (2 results)

All 2012

All Journal Article (2 results) (of which Peer Reviewed: 1 results)

  • [Journal Article] Rhodium-Catalyzed Carbon?Silicon Bond Activation for Synthesis of Benzosilole Derivatives2012

    • Author(s)
      Masahiro Onoe, Katsuaki Baba, Yoonjoo Kim, Yusuke Kita, Mamoru Tobisu, and Naoto Chatani
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 134 Pages: 19477-19488

    • Related Report
      2013 Final Research Report
  • [Journal Article] Rhodium-Catalyzed Carbon-Silicon Bond Activation for Synthesis of Benzosilole Derivatives2012

    • Author(s)
      Masahiro Onoe, Katsuaki Baba, Yoonjoo Kim, Yusuke Kita, Mamoru Tobisu, Naoto Chatani
    • Journal Title

      Journal of the American Chemical Society

      Volume: 134 Issue: 47 Pages: 19477-19488

    • DOI

      10.1021/ja3096174

    • Related Report
      2012 Research-status Report
    • Peer Reviewed

URL: 

Published: 2013-05-31   Modified: 2019-07-29  

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