Total syntheses of (+)-thyrsiferol,(+)-thyrsiferyl 23-acetate, and (+)-venustatriol

…, M Yanagiya, H Shirahama, T Matsumoto

Index: Hashimoto, Masaru; Kan, Toshiyuki; Nozaki, Koji; Yanagiya, Mitsutoshi; Shirahama, Harushia; Matsumoto, Takeshi Journal of Organic Chemistry, 1990 , vol. 55, # 17 p. 5088 - 5107

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Citation Number: 83

Abstract

The first total syntheses of (+)-thyrsiferol (l),(+)-thyrsiferyl 23-acetate (3), and (+)-venustatriol (5) have been accomplished in a stereoselective manner. An effective synthetic scheme to construct the BC ring system, which adopts a chair/twist-boat conformation, was first developed by means of a model study. This method involves stereoselective formation of the strained C ring by intramolecular attack of the C7-hydroxyl group at the C3-position of the ...