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Catalytic enantioselective synthesis of chiral heterocycles using oxidative nucleophilc addition to carbon radical

Research Project

Project/Area Number 26860017
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionMusashino University

Principal Investigator

SHIGEHISA hiroki  武蔵野大学, 薬学研究所, 助教 (60612471)

Project Period (FY) 2014-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2014: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords複素環 / オレフィン / コバルト / コバルト触媒反応 / 不斉反応 / 有機化学
Outline of Final Research Achievements

In this project, the new methodology to construct heterocyclic framework found in the structure of biologically active compounds and natural proudcts. This reaction is bond forming reaction between olefin and nucleophile. The products of this reaction are nitrogen heterocycles such as pyrrolidine and pyperidine, and oxygen heterocycles such as cycilc ether and lactone. A cobalt catalyst, electrophilic fluorine reagent, and siloxane ragent are required in this reaction. The powerful and excellent functional group torerant reaction showed broad substrate scope.

Report

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

    (16 results)

All 2016 2015 2014

All Journal Article (5 results) (of which Peer Reviewed: 5 results,  Acknowledgement Compliant: 1 results) Presentation (11 results) (of which Invited: 1 results)

  • [Journal Article] Markovnikov-Selective Addition of Fluorous Solvents to Unactivated Olefins Using a Co Catalyst2016

    • Author(s)
      Hiroki Shigehisa, Harue Kikuchi, Kou Hiroya
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 64 Issue: 4 Pages: 371-374

    • DOI

      10.1248/cpb.c15-01024

    • NAID

      130005141025

    • ISSN
      0009-2363, 1347-5223
    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Functional Group Tolerant Markovnikov-Selective Hydrofunctionalization of Unactivated Olefins Using a Cobalt Complex as Catalyst2015

    • Author(s)
      Hiroki Shigehisa
    • Journal Title

      Synlett

      Volume: 26 Issue: 18 Pages: 2479-2484

    • DOI

      10.1055/s-0035-1560171

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Markovnikov-selective Addition Reaction to Olefins Using Cobalt Complex2015

    • Author(s)
      重久浩樹、廣谷功
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 73 Issue: 8 Pages: 788-797

    • DOI

      10.5059/yukigoseikyokaishi.73.788

    • NAID

      130005098862

    • ISSN
      0037-9980, 1883-6526
    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The Revised Structure of Trichodermatide A2015

    • Author(s)
      Hiroki Shigehisa, Harue Kikuchi, Tsuyoshi Suzuki, Kou Hiroya
    • Journal Title

      European Journal of Organic Chemistry

      Volume: No.35 Issue: 35 Pages: 7670-7673

    • DOI

      10.1002/ejoc.201501281

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Catalytic Hydroamination of Unactivated Olefins Using a Co Catalyst for Complex Molecule Synthesis2014

    • Author(s)
      Hiroki Shigehisa, Natsumi Koseki, Nao Shimizu, Mayu Fujisawa, Makoto Niitsu, Kou Hiroya
    • Journal Title

      Journal of the American Chemical Society

      Volume: 136 Issue: 39 Pages: 13534-13537

    • DOI

      10.1021/ja507295u

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Presentation] コバルト錯体を用いた不活性オレフィンの分子内ヒドロアリール化反応2016

    • Author(s)
      阿野卓哉、本間皓、重久浩樹、廣谷功
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      パシフィコ横浜(神奈川)
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] コバルト錯体を用いた不活性オレフィンの分子内ヒドロアルコキシル化・ヒドロアシルオキシ化反応2016

    • Author(s)
      林美希、大川陽菜、重久浩樹、廣谷功
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      パシフィコ横浜(神奈川)
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] 海洋性ポリケチドTrichodermatide Aの構造改訂2016

    • Author(s)
      菊池陽媛、鈴木毅史、重久浩樹、廣谷功
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      パシフィコ横浜(神奈川)
    • Year and Date
      2016-03-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] コバルト触媒によるオレフィンの選択的付加反応の開発と天然物合成2015

    • Author(s)
      重久浩樹
    • Organizer
      第8回化学系若手研究者講演会
    • Place of Presentation
      千葉大学薬学部(千葉)
    • Year and Date
      2015-09-18
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] コバルト触媒を用いたオレフィンのヒドロアリール化反応2015

    • Author(s)
      阿野卓哉、本間皓、重久浩樹、廣谷功
    • Organizer
      第59会日本薬学会関東支部大会
    • Place of Presentation
      日本大学薬学部(千葉)
    • Year and Date
      2015-09-12
    • Related Report
      2015 Annual Research Report
  • [Presentation] 海洋性天然物Trichodermatide Aの構造改訂2015

    • Author(s)
      菊池陽媛、鈴木毅史、重久浩樹、廣谷功
    • Organizer
      第59会日本薬学会関東支部大会
    • Place of Presentation
      日本大学薬学部(千葉)
    • Year and Date
      2015-09-12
    • Related Report
      2015 Annual Research Report
  • [Presentation] コバルト触媒を用いたオレフィンの分子内ヒドロアルコキシル化反応と ヒドロアシルオキシ化反応2015

    • Author(s)
      林美希、大川陽菜、重久浩樹、廣谷功
    • Organizer
      第59会日本薬学会関東支部大会
    • Place of Presentation
      日本大学薬学部(千葉)
    • Year and Date
      2015-09-12
    • Related Report
      2015 Annual Research Report
  • [Presentation] コバルト触媒を利用したオレフィンの分子内ヒドロアミノ化反応2015

    • Author(s)
      重久浩樹、清水奈緒、小関菜摘、藤澤真優、新津真琴、廣谷 功
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      デザインクリエ―ティブセンター神戸(兵庫)
    • Year and Date
      2015-03-25 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] コバルト触媒を利用したオレフィンの分子内ヒドロアミノ化反応2014

    • Author(s)
      清水奈緒、小関菜摘、藤澤真優、新津真琴、重久浩樹、廣谷 功
    • Organizer
      第58回日本薬学会関東支部大会
    • Place of Presentation
      昭和薬科大学(東京)
    • Year and Date
      2014-10-04
    • Related Report
      2014 Research-status Report
  • [Presentation] コバルト触媒を用いたオレフィンのヒドロフッ素化反応2014

    • Author(s)
      西恵理子、藤澤真優、重久浩樹、廣谷 功
    • Organizer
      第58回日本薬学会関東支部大会
    • Place of Presentation
      昭和薬科大学(東京)
    • Year and Date
      2014-10-04
    • Related Report
      2014 Research-status Report
  • [Presentation] Co 錯体/F+ 試薬/SiH 試薬を用いたオレフィンの触媒的分子内ヒドロアミノ化反応2014

    • Author(s)
      重久 浩樹、小関 菜摘、清水 奈緒、藤澤 真優、新津 真琴、廣谷 功
    • Organizer
      第44回複素環化学討論会
    • Place of Presentation
      札幌市民ホール(北海道)
    • Year and Date
      2014-09-10 – 2014-09-12
    • Related Report
      2014 Research-status Report

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Published: 2014-04-04   Modified: 2017-05-10  

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