1997 年 55 巻 4 号 p. 281-289
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.