シグマトロピー反応とRitter反応を新手法とした海洋生物由来含窒素テルペンの合成研究

  • 市川 善康
    名古屋大学農学部応用生物科学科生物有機化学研究室

書誌事項

タイトル別名
  • Synthetic Studies of Nitrogen-containing Terpenes Originated from Marine Organism Using Sigmatropic Rearrangement and Ritter Reaction.
  • シグマトロピー ハンノウ ト Ritter ハンノウ オ シン シュホウ ト

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抄録

Synthetic studies of nitrogen-containing terpenes isolated from marine organism are described. Agelasidine A was synthesized by using hetero-Claisen rearrangement of allyl xanthate. Biomimetic synthesis of agelasidine A employing sigmatropic rearrangement of allyl sulfinate realized three-step synthesis starting from farnesol. Biomimetic synthesis of aminobisabolene and theonellin using the Ritter reaction was achieved. Allyl cyanate-to-isocyanate rearrangement was established as a new synthetic method for the construction of allyl amine moiety at sterically congested positions. Application of this new method completed the synthesis of geranyllinaloisocyanide.

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