The structure of chiloscypholone, a sesquiterpenoid with a novel carbon skeleton, from the liverwort Chiloscyphus pallescens. A revised structure for chiloscyphone

Abstract
Chiloscypholone, a bicyclic sesquiterpenoid from the liverwort Chiloscyphus pallescens, is shown to have the structure (3), with a novel ring-contracted eremophilane skeleton, on the basis of chemical and spectroscopic (mainly from 1H and 13C n.m.r. spectra) evidence; dehydration of (3) gives two isomeric dienones, one of which is chiloscyphone, originally isolated from C. polyanthus, now assigned the revised structure (4).

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