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Iron-Catalyzed Enantioselective Cross-Coupling Reaction

Research Project

Project/Area Number 26620085
Research Category

Grant-in-Aid for Challenging Exploratory Research

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

Principal Investigator

NAKAMURA Masaharu  京都大学, 化学研究所, 教授 (00282723)

Project Period (FY) 2014-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2014: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Keywords触媒的不斉合成 / 炭素ー炭素結合生成 / クロスカップリング反応 / 鉄触媒 / キラルホスフィン配位子 / 医薬品
Outline of Final Research Achievements

Transition metal catalyzed enantioselective cross-coupling reactions of organic halides with organometallics are powerful tool in asymmetric synthesis of chiral functional organic molecules. In combination with chiral ligands of appropriate choice, palladium and nickel catalysts have proved particularly useful. On the other hand, the most synthetically attractive transition metal, iron, have not yet been utilized as catalyst in the asymmetric cross-coupling reaction despite the remarkable progress of the iron-catalyzed cross-coupling reactions in the last decade. We have developed the first iron-catalyzed asymmetric cross-coupling reactions of α-haloalkanoates with ArMgBr using a catalytic amount of an iron salt and a chiral bisphosphine ligand, BenzP*, giving the products in high yields with good enantioselectivities. The developed asymmetric coupling offers and practical access to various chiral α-arylalkanoic acids derivatives, which are of significant pharmaceutical importance.

Report

(2 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • Research Products

    (2 results)

All 2015

All Presentation (2 results) (of which Invited: 1 results)

  • [Presentation] 鉄触媒精密カップリング2015

    • Author(s)
      中村正治
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] Iron-Catalyzed Enantioselective Cross-Coupling Reactions of Racemic α-Haloesters2015

    • Author(s)
      ADAK, Laksmikanta; JIN, Masayoshi; NAKAMURA, Masaharu
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report

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Published: 2014-04-04   Modified: 2016-06-03  

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