有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
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
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ジャーナル フリー

1997 年 55 巻 4 号 p. 281-289

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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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