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Domino bond-forming reactions by conjugate addition to unsaturated carbonyl compounds and the following redox reactions

Research Project

Project/Area Number 26460021
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical pharmacy
Research InstitutionDoshisha Women's College of Liberal Arts

Principal Investigator

Yamamoto Yasutomo  同志社女子大学, 薬学部, 助教 (10452278)

Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywords連続反応 / 多結合一挙形成 / 酸化 / 還元
Outline of Final Research Achievements

Asymmetric conjugate addition of N-allyl lithium amide to α,β-unsaturated esters and the following cyclization reaction was examined. Conversion of intermediate lithium enolate to zinc enolate was effective to react with intramolecular olefin, and the cyclized product was obtained in a one pot with high enantio- and diastereoselectivity in high yield. We also found strong organobase-catalyzed intramolecular hydroamination reaction of aminoalkenes.

Report

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

    (11 results)

All 2017 2016 2015 2014

All Journal Article (3 results) (of which Peer Reviewed: 3 results,  Acknowledgement Compliant: 3 results) Presentation (8 results) (of which Int'l Joint Research: 3 results,  Invited: 2 results)

  • [Journal Article] Enhancement of Self-Assembly and Gelation Ability of N,N'-Didodecanoyl Ethylenediamine Organogelator by Terminal Functionalization2016

    • Author(s)
      Yasutomo Yamamoto
    • Journal Title

      Tetrahedron Letters

      Volume: 57 Issue: 52 Pages: 5889-5892

    • DOI

      10.1016/j.tetlet.2016.11.066

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Cyclic Model for the Asymmetric Conjugate Addition of Organolithiums with Enoates2015

    • Author(s)
      Yasutomo Yamamoto
    • Journal Title

      Synthesis

      Volume: 47 Issue: 15 Pages: 2256-2264

    • DOI

      10.1055/s-0034-1380702

    • NAID

      120005674638

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] A Short Synthesis of (+)-β-Lycorane by Asymmetric Conjugate Addition Cascade.2015

    • Author(s)
      Kiyoshi Tomioka
    • Journal Title

      Tetrahedron

      Volume: 71 Issue: 39 Pages: 7222-7226

    • DOI

      10.1016/j.tet.2015.03.014

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 直鎖ジアミド分子の末端官能基化による分子集合体の増強とゲル化機能2017

    • Author(s)
      山本康友
    • Organizer
      日本薬学会第137年会
    • Place of Presentation
      仙台国際センター(仙台)
    • Year and Date
      2017-03-25
    • Related Report
      2016 Annual Research Report
  • [Presentation] Total Synthesis of Javaberine A and epi-Javaberine A by an intramolecular hydroamination reaction2016

    • Author(s)
      山本康友
    • Organizer
      11th International Symposium on Carbanion Chemistry (ISCC-11)
    • Place of Presentation
      CCI Seine Mer Normandie(ルーアン)
    • Year and Date
      2016-07-17
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Structural Modification of Diamide Organogelator for the Enhancement of Self-Assembly and Gelation Ability2016

    • Author(s)
      山本康友
    • Organizer
      The 25th French- Japanese Symposium on Medicinal and Fine Chemistry (FJS 2016)
    • Place of Presentation
      京王プラザホテル多摩(東京)
    • Year and Date
      2016-05-15
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Structural Modification of Diamide Organogelator for the Enhancement of Self-Assembly and Gelation Ability2016

    • Author(s)
      山本康友
    • Organizer
      The 12th International Symposium on Organic Reactions (ISOR-12)
    • Place of Presentation
      京都テルサ(京都)
    • Year and Date
      2016-04-22
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Strong base-catalyzed hydroamination of alkenes2016

    • Author(s)
      山本康友
    • Organizer
      EMN Hawaii Meeting
    • Place of Presentation
      Sheraton Kona Resort & Spa at Keauhou Bay (コナ)
    • Year and Date
      2016-03-21
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] 求核付加反応を起点とする多結合一挙形成法の開発2015

    • Author(s)
      山本康友
    • Organizer
      第一回近畿薬学シンポジウム:化学系の若い力
    • Place of Presentation
      京都大学薬学部(京都)
    • Year and Date
      2015-06-27
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] Javaberine Aの不斉全合成研究2015

    • Author(s)
      山本康友
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸学院大学(神戸)
    • Year and Date
      2015-03-26 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] Total Synthesis of javaberine A and epi-javaberine A2014

    • Author(s)
      山本康友
    • Organizer
      The 24th France-Japan Symposium on Medicinal and Fine Chemistry (FJS-2014)
    • Place of Presentation
      クロード・ベルナール・リヨン第1大学医学部(リヨン)
    • Year and Date
      2014-09-14 – 2014-09-17
    • Related Report
      2014 Research-status Report

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Published: 2014-04-04   Modified: 2018-03-22  

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