Evidence for the biogenesis of 1α-hydroxy-trans-eudesmanolides

Abstract
1-epi-Gallicin (10), a modified germacranolide, has been prepared from gallicin (12). A biogenetic-type cyclization of (10) afforded 1 α-hydroxy-trans-eudesmanolides. The mechanism and the stereospecificity of the reaction are discussed in terms of a preferred reacting conformation. The possible biogenetic significance of the process is outlined.

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