Triterpenoid Chemistry. VI. Lycopodium Triterpenoid. (5). The Structures and Stereochemistry of Serratriol, 21-Episerratriol, and Lycoclavanol

Abstract

The structures of triterpenoid-triols, serratriol, 21-episerratriol, and lycoclavanol, isolated from Lycopodium plants, were established as serrat-14-en-3β, 21α, 24-triol (3), serrat-14-en-3β, 21β, 24-triol (36), and serrat-14-en-3α, 21β, 24-triol (22), respectively. The fourth possible stereoisomeric triol, serrat-14-en-3α, 21α, 24-triol (43), was prepared from lycoclavanol. New method of acetonide formation of 1, 3-glycol was reported.