• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Synergistic asymmetric activation of α,β-unsaturated carboxylic acids and its synthetic application

Research Project

Project/Area Number 20850029
Research Category

Grant-in-Aid for Young Scientists (Start-up)

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

Principal Investigator

MATSUMOTO Kazuhiro  Kyushu University, 大学院・理学研究院, 助教 (40512182)

Project Period (FY) 2008 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥3,172,000 (Direct Cost: ¥2,440,000、Indirect Cost: ¥732,000)
Fiscal Year 2009: ¥1,508,000 (Direct Cost: ¥1,160,000、Indirect Cost: ¥348,000)
Fiscal Year 2008: ¥1,664,000 (Direct Cost: ¥1,280,000、Indirect Cost: ¥384,000)
Keywords合成化学 / 不斉反応 / エポキシ化 / 過酸化水素 / 不斉合成 / カルボン酸
Research Abstract

While catalytic asymmetric reactions using α,β-unsaturated carboxylic acids as substrate have been examined, useful reactions could not be developed. The main reason is the catalyst decomposition due to the high acidity of carboxylic acids. However, novel optically active ligands readily prepared from naturally occurring amino acid proline were synthesized and its titanium complexes were found to be an efficient catalyst for asymmetric epoxidation of olefins in the presence of aqueous hydrogen peroxide as the stoichiometric oxidant. In the reaction of styrene derivatives, high enantioselectivity ranging from 96 to 98% ee was achieved.

Report

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

    (6 results)

All 2010 2009

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (4 results)

  • [Journal Article] Highly Enantioselective Epoxidation of Styrenes Catalyzed by Proline-Derived C1-Symmetric Titanium(salan) Complexes2009

    • Author(s)
      松本和弘、小熊卓也、香月勗
    • Journal Title

      Angewandte Chmie International Edition 40巻

      Pages: 7432-7435

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Highly Enantioselective Epoxidation of Styrenes Catalyzed by Proline2009

    • Author(s)
      K.Matsumoto, et al
    • Journal Title

      Angewandte Chemie International Edition 40

      Pages: 7432-7435

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Presentation] 過酸化水素水を酸化剤として用いた不斉エポキシ化反応の開発2010

    • Author(s)
      松本和弘
    • Organizer
      日本化学会第90春季年会(第24回若い世代の特別講演)
    • Place of Presentation
      近畿大学、東大阪
    • Year and Date
      2010-03-26
    • Related Report
      2009 Final Research Report
  • [Presentation] 過酸化水素水を酸化剤に用いた不斉エポキシ化反応の開発2010

    • Author(s)
      松本和弘
    • Organizer
      日本化学会第90回春季年会
    • Place of Presentation
      近畿大学、東大阪
    • Year and Date
      2010-03-26
    • Related Report
      2009 Annual Research Report
  • [Presentation] チタン触媒による過酸化水素水を酸化剤に用いた不斉エポキシ化反応の開発2009

    • Author(s)
      松本和弘、沢田勇二、小熊卓也、嶋田裕也、近藤章一、小原義夫、香月勗
    • Organizer
      第5 1回天然有機化合物討論会
    • Place of Presentation
      名古屋市公会堂、名古屋
    • Year and Date
      2009-10-07
    • Related Report
      2009 Final Research Report
  • [Presentation] チタン触媒による過酸化水素水を酸化剤に用いた不斉エポキシ化反応の開発2009

    • Author(s)
      松本和弘
    • Organizer
      第51回天然有機化合物討論会
    • Place of Presentation
      名古屋市公会堂、名古屋
    • Year and Date
      2009-10-07
    • Related Report
      2009 Annual Research Report

URL: 

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

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi