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2012 Fiscal Year Final Research Report

Synthetic Study of Ciguatoxin and Brevisin Based on Intramolecular Allylation

Research Project

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Project/Area Number 22550036
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionOkayama University

Principal Investigator

KADOTA Isao  岡山大学, 大学院・自然科学研究科, 教授 (30250666)

Project Period (FY) 2010 – 2012
Keywords合成有機化学 / 天然有機化合物
Research Abstract

In recent years there has been an explosion of interest in biologically active natural products of marine origin. Due to their structural novelty and toxicity, polycyclic ethers isolated from marine algae are particularly attractive targets for synthetic chemists. Since further biological studies are hampered by the limited availability from nature, chemical synthesis has been the sole realistic way to obtain sufficient amounts of the polycyclic ethers. In this study, convergent synthesis of polycyclic ethers via the intramolecular allyaltion and ring-closing metathesis were examined.

  • Research Products

    (32 results)

All 2013 2012 2011 2010 Other

All Journal Article (10 results) (of which Peer Reviewed: 10 results) Presentation (21 results) Remarks (1 results)

  • [Journal Article] Total Synthesis of Two Possible Diastereomers of (+)-Sarcophytonolide C and Its Structural Elucidation2013

    • Author(s)
      Total Synthesis of Two Possible Diastereomers of (+)-Sarcophytonolide C and Its Structural Elucidation
    • Journal Title

      Org. Lett

      Volume: 15 Pages: 1108-1111

    • DOI

      doi:10.1021/ol400157s

    • Peer Reviewed
  • [Journal Article] Total Synthesis, Structural Elucidation, and Structure-Cytotoxic Activity Relationship of (-)-Gummiferol2013

    • Author(s)
      Takamura, H.; Wada, H.; Lu, N.; Osamu Ohno, O.; Kiyotake Suenaga, K.; Kadota, I
    • Journal Title

      J. Org. Chem

      Volume: 78 Pages: 2443-2454

    • DOI

      doi:10.1021/jo302665c

    • Peer Reviewed
  • [Journal Article] Takamura, H.; Tsuda, K.; Kawakubo, Y.; Kadota, I.; Uemura, D2012

    • Author(s)
      Stereoselective Synthesis of the C94-C104 Fragment of Symbiodinolide
    • Journal Title

      Tetrahedron Lett

      Volume: 53 Pages: 4317-4319

    • DOI

      doi:10.1016/j.tetlet.2012.06.005

    • Peer Reviewed
  • [Journal Article] Takamura, H.; Abe, T.; Nishiuma, N.; Fujiwara, R.; Tsukeshiba, T.; Kadota, I2012

    • Author(s)
      A Convergent Synthesis of the Right-hand Fragment of Ciguatoxin CTX3C
    • Journal Title

      Tetrahedron 2012

      Volume: 68 Pages: 2245-2260

    • DOI

      doi:10.1016/j.tet.2012.01.071

    • Peer Reviewed
  • [Journal Article] Convergent Synthesis of the HIJKLM Ring System of Ciguatoxin CTX3C2012

    • Author(s)
      Takamura, H.; Nishiuma, N.; Abe, T.; Kadota, I
    • Journal Title

      Org. Lett.

      Volume: 13 Pages: 4704-4707

    • DOI

      doi:10.1021/ol2019136

    • Peer Reviewed
  • [Journal Article] Takamura, H.; Wada, H.; Lu, N.; Kadota, I.2011

    • Author(s)
      Total Synthesis and Absolute Configuration of (-)-Gummiferol
    • Journal Title

      Org. Lett

      Volume: 13 Pages: 3644-3647

    • DOI

      doi:10.1021/ol201301b

    • Peer Reviewed
  • [Journal Article] Takamura, H.; Kadonaga, Y.; Kadota, I.; Uemura, D2010

    • Author(s)
      Stereo-controlled Synthesis and Structural Confirmation of the C14-C24 Degraded Fragment of Symbiodinolide
    • Journal Title

      Tetrahedron

      Volume: 66 Pages: 7569-757

    • DOI

      doi:10.1016/j.tet.2010.07.045

    • Peer Reviewed
  • [Journal Article] Kadota, I.; Kishi, T.; Fujisawa, Y.; Yamagami, Y.; Takamura, H2010

    • Author(s)
      A New Method for the Stereoselective Construction of Angular Methyl Group of Fused Cyclic Ethers
    • Journal Title

      Tetrahedron Lett

      Volume: 51 Pages: 3960-3961

    • DOI

      doi:10.1016/j.tetlet.2010.05.109

    • Peer Reviewed
  • [Journal Article] Takamura, H.; Yamagami, Y.; Kishi, T.; Kikuchi, S.; Nakamura, Y.; Kadota, I.; Yamamoto, Y2010

    • Author(s)
      Total Synthesis of Brevenal
    • Journal Title

      Tetrahedron

      Volume: 66 Pages: 5329-5344

    • DOI

      doi:10.1016/j.tet.2010.05.069

    • Peer Reviewed
  • [Journal Article] Stereoselective Synthesis of the C14-C24 Degraded Fragment of Symbiodinolide2010

    • Author(s)
      Takamura, H.; KadonagY. ; a, Kadota, I.; Uemura, D
    • Journal Title

      Tetrahedron Lett.

      Volume: 51 Pages: 2603-2605

    • DOI

      doi:10.101ett. 6/j.tetlet.2010.03.014

    • Peer Reviewed
  • [Presentation] サルコフィトノライドCの全合成および立体構造決定2013

    • Author(s)
      岩本浩平
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-25
  • [Presentation] スカブロライドFの合成研究2013

    • Author(s)
      森下諒平
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-25
  • [Presentation] シンビオジノライドC79-C104フラグメントの合成2013

    • Author(s)
      藤原敬之
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-23
  • [Presentation] シンビオジノライドC1-C13フラグメントの合成研究2013

    • Author(s)
      和田寛子
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-23
  • [Presentation] タムラミドの合成研究(1)2013

    • Author(s)
      原 翔輝
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-23
  • [Presentation] タムラミドの合成研究(2)2013

    • Author(s)
      岸 敬之
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-23
  • [Presentation] 門田 功2012

    • Author(s)
      門田 功
    • Organizer
      静岡大学理学部化学セミナー
    • Place of Presentation
      静岡
    • Year and Date
      2012-09-26
  • [Presentation] 分子内アリル化を基盤とする海洋産ポリ環状エーテルの全合成2012

    • Author(s)
      門田 功
    • Organizer
      近畿大学理工学部化学セミナー(招待講演)
    • Place of Presentation
      静岡
    • Year and Date
      2012-07-20
  • [Presentation] グンミフェロールの全合成と絶対立体配置決定2012

    • Author(s)
      和田寛子
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-27
  • [Presentation] エニグマゾールAの合成研究2012

    • Author(s)
      岸 敬之
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-27
  • [Presentation] シンビオジノライドC79-C97フラグメントの合成2012

    • Author(s)
      藤原敬之
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-27
  • [Presentation] サルコフィトノライドCの合成研究2012

    • Author(s)
      岩本浩平
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-26
  • [Presentation] 分子内アリル化を基盤とする海洋産ポリ環状エーテルの全合成2011

    • Author(s)
      門田 功
    • Organizer
      住友化学株式会社健康・農業関連事業研究所セミナー(招待講演)
    • Place of Presentation
      大阪
    • Year and Date
      2011-09-13
  • [Presentation] Total Synthesis of Marine Polycyclic Ethers2011

    • Author(s)
      門田 功
    • Organizer
      The 14th Asian Chemical Congress(招待講演)
    • Place of Presentation
      Bangkok
    • Year and Date
      2011-09-08
  • [Presentation] 分子内アリル化を基盤とするポリ環状エーテル類の全合成2011

    • Author(s)
      門田 功
    • Organizer
      IMT&統合的バイオイメージング合同シンポジウム「天然物化学の新展開」(招待講演)
    • Place of Presentation
      高知
    • Year and Date
      2011-07-01
  • [Presentation] シガトキシンCTX3CのABCDE環部の改良合成2011

    • Author(s)
      城間賢悟
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-28
  • [Presentation] シガトキシンCTX3CのHIJKLM環部の合成研究2011

    • Author(s)
      西馬直希
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-28
  • [Presentation] タムラミドBの合成研究12011

    • Author(s)
      岸 敬之
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-28
  • [Presentation] タムラミドBの合成研究(2)2011

    • Author(s)
      山神雄司
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-28
  • [Presentation] 構造解明を指向したグンミフェロールの合成研究2011

    • Author(s)
      和田寛子
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-27
  • [Presentation] 分子内アリル化を基盤とするポリ環状エーテル類の全合成2011

    • Author(s)
      門田 功
    • Organizer
      有機合成化学協会関西支部セミナー(招待講演)
    • Place of Presentation
      京都
    • Year and Date
      2011-02-03
  • [Remarks]

    • URL

      http://chem.okayama-u.ac.jp/~organic/homejpn.html

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Published: 2014-08-29  

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