Synthesis and determination of the absolute configuration of Fudecalone

Abstract

We have synthesized the proposed structure of Fudecalone, but its NMR spectral data were not identical with those of the natural compound. Further investigations on the conformational isomerization and synthesis of a diastereomer show natural fudecalone to be a trans-fused octalone. The absolute configuration has been determined following the synthesis of both enantiomers.