多環状エーテルの効率的合成法の開発と応用 Efficient Methods for Synthesis of Polycyclic Ethers and Their Application

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著者

    • 中田 忠 NAKATA Tadashi
    • 東京理科大学理学部第二部化学科 Department of Chemistry, Faculty of Science, Tokyo University of Science

抄録

Marine polycyclic ethers exemplified by brevetoxin B, a red tide toxin, have a unique trans-fused polycyclic ether ring system. Their synthetically challenging complex structures and potent bioactivities have attracted the attention of numerous synthetic organic chemists. We have already developed several efficient methods for synthesis of cyclic ethers based on the SmI<SUB>2</SUB>-induced reductive cyclization of β-alkoxyacrylate, β-alkoxyvinyl sulfone, and β-alkoxyvinyl sulfoxide with high stereoselectivity. Iterative and two-directional strategies for the construction of polycyclic ethers were developed based on the above methods. Several convergent strategies for the synthesis of polycyclic ethers were also developed based on acetylide-triflate coupling, acetylide-aldehyde coupling, or intramolecular Barbier reaction, respectively. Total syntheses of brevetoxin B, mucocin, and pyragonicin were accomplished as application of the developed methods.

収録刊行物

  • 有機合成化学協会誌 : JOURNAL OF Synthetic Organic Chemistry JAPAN

    有機合成化学協会誌 : JOURNAL OF Synthetic Organic Chemistry JAPAN 66(4), 344-357, 2008-04-01

    The Society of Synthetic Organic Chemistry, Japan

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  • NII論文ID(NAID)
    10021174540
  • NII書誌ID(NCID)
    AN0024521X
  • 本文言語コード
    JPN
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    ART
  • ISSN
    00379980
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    9459985
  • NDL 雑誌分類
    ZP11(科学技術--化学・化学工業--有機化学・有機化学工業)
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    Z17-256
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