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Synthesis of structually-complex natural productsutilizing reverse-electron-demand Diels-Alder reaction

Research Project

Project/Area Number 22790022
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionTokyo University of Science

Principal Investigator

SUZUKI Takahiro  東京理科大学, 薬学部, 助教 (80367052)

Project Period (FY) 2010 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2011: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2010: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Keywords天然物合成 / 逆電子要請型Diels-Alder反応 / 生合成模倣 / かご状骨格 / 超高圧反応 / Masked o-benzoquinone / masked o-benzoquinone
Research Abstract

The purpose of this study was the development of efficient synthetic methodof natural products possessing an unprecedentedly complex carbon skeleton. The efficient synthesis ofnatural products including bicyclo [2.2.2] octanes was performed by reverse-electron-demand Diels-Alderreaction of the MOB, which can be easily prepared from phenols. Using this methodology, we haveachieved the construction of the highly-functionalized carbon skeleton of target compounds, chloropupukeananin and atropurpuran.

Report

(3 results)
  • 2011 Annual Research Report   Final Research Report ( PDF )
  • 2010 Annual Research Report
  • Research Products

    (28 results)

All 2012 2011 2010 Other

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (22 results) Remarks (2 results)

  • [Journal Article] A Synthetic Study of Atropurpuran : Construction of a Pentacyclic Framework by an Intramolecular Reverse-Electron-Demand Diels-Alder Reaction2011

    • Author(s)
      T. Suzuki ; A. Sasaki ; N. Egashira ; S. Kobayashi
    • Journal Title

      Angewandte Chemie, Int. Ed

      Volume: 50 Pages: 9177-9179

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] A Synthetic Study of Atropurpuran: Construction of a Pentacyclic Framework by an Intramolecular Reverse-Electron-Demand Diels-Alder Reaction2011

    • Author(s)
      T. Suzuki, A. Sasaki, N. Egashira, S.Kobayashi
    • Journal Title

      Angewandte Chemie Int. Ed.

      Volume: 50 Issue: 39 Pages: 9177-9179

    • DOI

      10.1002/anie.201103950

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Concise Approach to Pupukeanane Skeleton : Synthetic Study of Chloropupukeananin2010

    • Author(s)
      T. Suzuki ; S. Kobayashi
    • Journal Title

      Organic Letters

      Volume: 12 Pages: 2920-2923

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Concise Approach to Pupukeanane Skeleton : Synthetic Study of Chloropupukeananin2010

    • Author(s)
      鈴木孝洋
    • Journal Title

      ORGANIC LETTERS

      Volume: 12 Pages: 2920-2923

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] Atropurpuranの合成研究2012

    • Author(s)
      鈴木孝洋
    • Organizer
      第92回日本化学会
    • Place of Presentation
      慶応大学日吉キャンパス
    • Year and Date
      2012-03-26
    • Related Report
      2011 Annual Research Report
  • [Presentation] アトロプルプランの合成研究2012

    • Author(s)
      鈴木孝洋、佐々木綾、江頭直樹、小林進
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      神奈川
    • Related Report
      2011 Final Research Report
  • [Presentation] Synthetic Study of Atropurpuran2011

    • Author(s)
      鈴木孝洋
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium (AIMECS11)
    • Place of Presentation
      東京・京王プラザホテル
    • Year and Date
      2011-12-02
    • Related Report
      2011 Annual Research Report
  • [Presentation] Chloropupukeananinの合成研究2011

    • Author(s)
      宮嶋ゆりあ
    • Organizer
      第100回有機合成シンポジウム
    • Place of Presentation
      早稲田大学国際会議場
    • Year and Date
      2011-11-10
    • Related Report
      2011 Annual Research Report
  • [Presentation] Chloropupukeananinの合成研究2011

    • Author(s)
      鈴木孝洋
    • Organizer
      第37回反応と合成の進歩シンポジウム
    • Place of Presentation
      徳島・あわぎんホール
    • Year and Date
      2011-11-07
    • Related Report
      2011 Annual Research Report
  • [Presentation] 逆電子要請型Diels-Alder反応を利用した複雑な天然有機化合物への挑戦2011

    • Author(s)
      鈴木孝洋
    • Organizer
      若手研究者のためのセミナー(2011)
    • Place of Presentation
      東京農工大小金井キャンパス(招待講演)
    • Year and Date
      2011-10-22
    • Related Report
      2011 Annual Research Report
  • [Presentation] リコプラジンHの合成研究2011

    • Author(s)
      金津一樹
    • Organizer
      第55回日本薬学会関東支部大会
    • Place of Presentation
      東邦大学・習志野キャンパス
    • Year and Date
      2011-10-08
    • Related Report
      2011 Annual Research Report
  • [Presentation] アトロプルプランの合成研究2011

    • Author(s)
      鈴木孝洋
    • Organizer
      第53回天然有機化合物討論会
    • Place of Presentation
      大阪・大阪国際交流センター
    • Year and Date
      2011-09-28
    • Related Report
      2011 Annual Research Report
  • [Presentation] Chloropupukeananinの合成研究2011

    • Author(s)
      鈴木要
    • Organizer
      第61回有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      千葉大学西千葉キャンパス
    • Year and Date
      2011-05-22
    • Related Report
      2011 Annual Research Report
  • [Presentation] Chloropupukeananinの合成研究2011

    • Author(s)
      鈴木孝洋、岩切佳那子、鈴木要、宮嶋ゆりあ、石見遼、小林進
    • Organizer
      第61回有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      千葉
    • Related Report
      2011 Final Research Report
  • [Presentation] アトロプルプランの合成研究2011

    • Author(s)
      鈴木孝洋、佐々木綾、小林進
    • Organizer
      第53回天然有機化合物討論会
    • Place of Presentation
      大阪
    • Related Report
      2011 Final Research Report
  • [Presentation] リコプラジンHの合成研究2011

    • Author(s)
      金津一樹、鈴木孝洋、小林進
    • Organizer
      第55回日本薬学会関東支部大会
    • Place of Presentation
      千葉
    • Related Report
      2011 Final Research Report
  • [Presentation] 逆電子要請型Diels-Alder反応を利用した複雑な天然有機化合物への挑戦2011

    • Author(s)
      鈴木孝洋
    • Organizer
      若手研究者のためのセミナー
    • Place of Presentation
      東京
    • Related Report
      2011 Final Research Report
  • [Presentation] Chloropupukeananinの合成研究2011

    • Author(s)
      鈴木孝洋, 宮嶋ゆりあ, 鈴木要, 小清水正樹, 小林進
    • Organizer
      第37回反応と合成の進歩シンポジウム
    • Place of Presentation
      東京
    • Related Report
      2011 Final Research Report
  • [Presentation] Chloropupukeananinの合成研究2011

    • Author(s)
      鈴木孝洋、岩切佳那子、宮嶋ゆりあ、鈴木要、石見遼、小清水正樹、小林進
    • Organizer
      第100回有機合成シンポジウム
    • Place of Presentation
      東京
    • Related Report
      2011 Final Research Report
  • [Presentation] Synthetic Study of Atropurpuran2011

    • Author(s)
      Takahiro Suzuki, Aya Sasaki, Naoki Egashira, Susumu Kobayashi
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium(AIMECS11)
    • Place of Presentation
      Tokyo
    • Related Report
      2011 Final Research Report
  • [Presentation] 特異なかご状骨格を有するAtropurpuranの合成研究2010

    • Author(s)
      佐々木綾
    • Organizer
      第36回反応と合成の進歩シンポジウム
    • Place of Presentation
      ウィンクあいち(名古屋)
    • Year and Date
      2010-11-01
    • Related Report
      2010 Annual Research Report
  • [Presentation] A Concise Approach to Pupukeanane Skeleton : Synthetic Study of Chloropupukeananin2010

    • Author(s)
      鈴木孝洋
    • Organizer
      18th International Conference on Organic Synthesis
    • Place of Presentation
      Bergen, Norway
    • Year and Date
      2010-08-02
    • Related Report
      2010 Annual Research Report
  • [Presentation] Pestheic acidの合成研究2010

    • Author(s)
      宮嶋ゆりあ
    • Organizer
      第59回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(東京)
    • Year and Date
      2010-05-22
    • Related Report
      2010 Annual Research Report
  • [Presentation] Pestheic acidの合成研究2010

    • Author(s)
      鈴木孝洋、宮嶋ゆりあ、小林進
    • Organizer
      第59回有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      東京
    • Related Report
      2011 Final Research Report
  • [Presentation] A Concise Approach to Pupukeanane Skeleton : Synthetic Study of Chloropupukeananin2010

    • Author(s)
      Takahiro SUZUKI, Susumu KOBAYASHI
    • Organizer
      18th International Conference on Organic Synthesis
    • Place of Presentation
      Norway
    • Related Report
      2011 Final Research Report
  • [Presentation] 特異なかご状骨格を有するAtropurpuranの合成研究2010

    • Author(s)
      佐々木綾、鈴木孝洋、小林進
    • Organizer
      第36回反応と合成の進歩シンポジウム
    • Place of Presentation
      名古屋
    • Related Report
      2011 Final Research Report
  • [Remarks]

    • URL

      http://www.rs.noda.tus.ac.jp/kobalab/index.html

    • Related Report
      2011 Final Research Report
  • [Remarks]

    • URL

      http://www.rs.noda.tus.ac.jp/kobalab/index.html

    • Related Report
      2011 Annual Research Report

URL: 

Published: 2010-08-23   Modified: 2016-04-21  

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