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Synthetic Studies on Dearomatized Polycyclic Natural Products

Research Project

Project/Area Number 21850012
Research Category

Grant-in-Aid for Research Activity Start-up

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

TAKIKAWA Hiroshi  Tokyo Institute of Technology, 大学院・理工学研究科, 助教 (70550755)

Project Period (FY) 2009 – 2010
Project Status Completed (Fiscal Year 2010)
Budget Amount *help
¥2,704,000 (Direct Cost: ¥2,080,000、Indirect Cost: ¥624,000)
Fiscal Year 2010: ¥1,287,000 (Direct Cost: ¥990,000、Indirect Cost: ¥297,000)
Fiscal Year 2009: ¥1,417,000 (Direct Cost: ¥1,090,000、Indirect Cost: ¥327,000)
Keywords天然物合成 / 芳香族ポリケチド / 多環性化合物 / ニトリルオキシド / イソオキサゾール / 多環式化合物 / 核間置換基 / ベンゾイン生成反応 / ピナコール転位反応 / ピナコール転位反
Research Abstract

The type-II polyketide biosynthetic pathway produces a vast array of polycyclic natural products having a partially dearomatized structure, attracting the attention of the biochemical and synthetic communities. Based on the newly developed reactions with particular ortho-disubstituted nitrile oxide, we have developed viable methods for constructing the characteristic polycyclic skeleton and applied to the aromatic polyketide synthesis. Through these studies, the first total synthesis of seragakinone A, a novel pentacyclic marine antibiotic, was achieved.

Report

(3 results)
  • 2010 Annual Research Report   Final Research Report ( PDF )
  • 2009 Annual Research Report
  • Research Products

    (11 results)

All 2011 2010 2009

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (6 results) Book (3 results)

  • [Journal Article] Total Synthesis and Absolute Stereochemistry of Seragakinone A2011

    • Author(s)
      A.Takada, Y.Hashimoto, H.Takikawa, K.Hikita, K.Suzuki
    • Journal Title

      Angew.Chem.Int.Ed. 50

      Pages: 2297-2297

    • NAID

      110009757744

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Total Synthesis and Absolute Stereochemistry of Seragakinone A2011

    • Author(s)
      Akiomi Takada, Yoshimitsu Hashimoto, Hiroshi Takikawa, Katsuyoshi Hikita, Keisuke Suzuki
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 50 Pages: 2297-2301

    • NAID

      110009757744

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] BE-43472Bの合成研究2011

    • Author(s)
      山下裕・瀧川紘・鈴木啓介
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Year and Date
      2011-03-28
    • Related Report
      2010 Annual Research Report
  • [Presentation] セラガキノンAの合成研究2011

    • Author(s)
      橋本善光・高田晃臣・疋田克善・瀧川紘・鈴木啓介
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Year and Date
      2011-03-26
    • Related Report
      2010 Annual Research Report
  • [Presentation] 1, 3-双極子付加環化反応とベンゾイン環化反応を鍵とするアントラキノン型天然物の合成研究2011

    • Author(s)
      吉永夕紀・瀧川紘・鈴木啓介
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Year and Date
      2011-03-26
    • Related Report
      2010 Annual Research Report
  • [Presentation] セラガキノンAの全合成2010

    • Author(s)
      高田晃臣・瀧川紘・疋田克善・橋本善光・鈴木啓介
    • Organizer
      第52回天然有機化合物討論会
    • Place of Presentation
      グランシップ(静岡県コンベンションアーツセンター)
    • Year and Date
      2010-09-30
    • Related Report
      2010 Final Research Report
  • [Presentation] セラガキノンAの全合成2010

    • Author(s)
      高田晃臣・瀧川紘・疋田克善・橋本善光・鈴木啓介
    • Organizer
      第52回天然有機化合物討論会
    • Place of Presentation
      グランシップ、静岡県コンベンションアーツセンター
    • Year and Date
      2010-09-30
    • Related Report
      2010 Annual Research Report
  • [Presentation] ベンゾイン環化反応:環状α-ケトールをモチーフとする天然物の合成2010

    • Author(s)
      瀧川紘、鈴木啓介
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学本部キャンパス
    • Year and Date
      2010-03-28
    • Related Report
      2009 Annual Research Report
  • [Book] Science of Synthesis Updates, Section 7.1.9.11 Triorganoaluminum Compounds2011

    • Author(s)
      大石理貴、瀧川紘
    • Total Pages
      20
    • Publisher
      Thieme Chemistry
    • Related Report
      2010 Annual Research Report
  • [Book] 化学フロンティア21、進化を続ける有機触媒、12章、有機触媒として含窒素複素環式カルベン2009

    • Author(s)
      瀧川紘・鈴木啓介
    • Total Pages
      244
    • Publisher
      化学同人
    • Related Report
      2010 Final Research Report
  • [Book] 進化を続ける有機触媒、12章「有機触媒として含窒素複素環式カルベン」、化学フロンティア212009

    • Author(s)
      瀧川紘、鈴木啓介
    • Total Pages
      14
    • Publisher
      化学同人
    • Related Report
      2009 Annual Research Report

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Published: 2009-04-01   Modified: 2016-04-21  

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