Structure and absolute stereochemistry of pinguisone

Abstract
Structure (1)(4β,4aβ,7β,7aβ-tetramethyl-4,4a,6,7,7a,8-hexahydrocyclopenta[f]benzofuran-5-one) is definitively assigned to pinguisone on the basis of its mass and 13C n.m.r. spectra; X-ray analysis of its p-bromobenzylidene derivative (4) establishes the absolute stereochemistry of the compound. The simultaneous formation of both (Z)- and (E)-p-bromobenzylidene derivatives (3) and (4) from (1) is discussed.

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