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2012 Fiscal Year Final Research Report

Catalytic and Enantioselective Construction of Cyclohexane-fused Heterocycles

Research Project

  • PDF
Project/Area Number 22790007
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionChiba University

Principal Investigator

HARADA Shinji  千葉大学, 大学院・薬学研究院, 助教 (10451759)

Project Period (FY) 2010 – 2012
Keywords不斉合成 / 合成化学 / 不斉触媒 / ヒドロカルバゾール / 多環性骨格構築
Research Abstract

The cycloaddition between siloxyvinyl-indole and dienophile gave hydrocarbazoles in up to quant. and 93% ee by using a novel chiral Thulium(III) catalyst. Synthetic application of adducts to biologically active compounds was also performed. It is noteworthy that this reaction system could be extendable to other heteroaromatic compounds.

  • Research Products

    (15 results)

All 2013 2012 2011 2010 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (11 results) Book (1 results) Remarks (1 results)

  • [Journal Article] Abnormal Ito-Saegusa Oxidation of TIPS Enol Ether Assisted by a Hydroxy Group2011

    • Author(s)
      Shiharu Hiraoka, Shinji Harada, and Atsushi Nishida
    • Journal Title

      Tetrahedron Lett

      Volume: 52 Pages: 3079-3082

    • DOI

      doi:10.1016/j.tetlet.2011.03.119

    • Peer Reviewed
  • [Journal Article] 光学活性希土類錯体を用 いる高度分子変換2010

    • Author(s)
      平岡紫陽、東道のぞみ、須藤幸徳、原田 真至、西田篤司
    • Journal Title

      化学工業

      Volume: (第61巻)10 月号 Pages: 3079-3082

    • DOI

      doi:10.1016/j.tetlet.2011.03.119

    • Peer Reviewed
  • [Presentation] 触媒的不斉Diels-Alder反応による多置換ヒドロカルバゾール合成2013

    • Author(s)
      代表:西田篤司(発表者:森川貴裕)
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2013-03-29
  • [Presentation] 触媒的不斉Diels-Alder反応による多置換ヒドロカルバゾール合成2012

    • Author(s)
      代表:西田篤司(発表者:森川貴裕)
    • Organizer
      第29回有機合成化学セミナー
    • Place of Presentation
      静岡県コンベンションアーツセンター
    • Year and Date
      20120905-07
  • [Presentation] Catalytic and Enantioselective Synthesis of Hydrocarbazoles by Diels-Alder Reaction2012

    • Author(s)
      代表:西田篤司(発表者:原田真至)
    • Organizer
      19th International Conference on Organic Synthesis
    • Place of Presentation
      Melbourne Convention Center, Australia(発表者:原田真至)
    • Year and Date
      20120701-03
  • [Presentation] New Chiral Ytterbium Catalyst Based on Binaphthyldiamine Ligands for Asymmetric Diels-Alder Reaction2012

    • Author(s)
      代表:西田篤司(発表者:西田篤 司)
    • Organizer
      BIT's 3rd Annual World Congress of Catalytic Asymmetric Synthesis-2012
    • Place of Presentation
      Beijing International Convention Center, China
    • Year and Date
      20120512-14
  • [Presentation] 触媒的不斉Diels-Alder反応による多置換ヒドロカルバゾール合成2012

    • Author(s)
      代表:西田篤司(発表者:森川貴裕)
    • Organizer
      第63回有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      東京理科大学
    • Year and Date
      2012-05-19
  • [Presentation] Enantioselective Diels-Alder Reaction of Danishefsky Type Diene Catalyzed by Chiral Yb(III) Complex and Its Application to the Total Synthesis of (-)-Platyphyllide2011

    • Author(s)
      代表:西田篤司(発表者:原田真至)
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium
    • Place of Presentation
      京王プラザ ホテル
    • Year and Date
      2011-11-30
  • [Presentation] 二段階Diels-Alder反応による多環性骨格の触媒的不斉構築法の開発2011

    • Author(s)
      代表:西田篤司(発表者:李可〓)
    • Organizer
      第55回日本薬学会関東支部大会
    • Place of Presentation
      東邦大学
    • Year and Date
      2011-10-08
  • [Presentation] Asymmetric Diels-Alder Reaction of Danishefsky-Type Diene Catalyzed by Chiral Yb(III)-Complex and Its Application to the Total Synthesis of Platyphyllide2010

    • Author(s)
      代表:西田篤司(発表者:平 岡紫陽)
    • Organizer
      0th Cutting-Edge Organic Chemistry Junior Workshop
    • Place of Presentation
      国立清華大学, Taiwan
    • Year and Date
      20101106-08
  • [Presentation] Highly Enantioselective Diels-Alder Reactions of Danishefsky's Dienes with Electron-Deficient Alkenes Catalyzed by Yb(III)-BINAMIDE Complex2010

    • Author(s)
      代表:西田篤司(発表者:原田真至)
    • Organizer
      The International Chemical Congress of Pacific Basin Societies 2010
    • Place of Presentation
      Honolulu, U.S.A.
    • Year and Date
      2010-12-17
  • [Presentation] Yb錯体を用いたDanishefsky dieneの触媒的不斉Diels-Alder反応の開発2010

    • Author(s)
      代表:西田篤司
    • Organizer
      有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      東京農工大学(発表者:東道のぞみ)
    • Year and Date
      2010-05-22
  • [Presentation] 不斉Diels-Alder反応を用いるPlatyphyllideの触媒的不斉全合成2010

    • Author(s)
      代表:西田篤司(発表者:平岡紫陽)
    • Organizer
      第8回次世代シンポ
    • Place of Presentation
      日本薬学会長井記念ホール
    • Year and Date
      2010-05-14
  • [Book] 使える!有機合成反応2412010

    • Author(s)
      丸岡啓二, 他、化学同人
    • Total Pages
      284-285
    • Publisher
      実践ガイド
  • [Remarks]

    • URL

      http://www.p.chiba-u.ac.jp/lab/gousei/index.html

URL: 

Published: 2014-08-29  

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