STRUCTURE ELUCIDATION OF GERMACRANE ALCOHOLS FROM JUNIPERUS-COMMUNIS SUBSP HEMISPHAERICA

Thirty-one constituents have been identified in the neutral pare of a n-hexane extract from the leaves of Juniperus communis subsp. hemisphaerica. Among them, three germacrane alcohols were isolated and their structures established. The stereochemistry of germacra-1(10),5-dien-4 beta-ol [1] was established by a combination of chemical transformations and spectral analysis. The stereochemistries of germacra-5,10(14)-dien-1 alpha,4 beta-diol[2] and germacra-5,10(14)-dien-1 beta,4 beta-diol [3] were established by partial synthesis from 1.