Enantiocontrolled route to natural products using chiral equivalents of cyclopentenone and cyclohexenone

Abstract

Efficient preparation of two tricyclic dienones, (1) and (2), in both enantiomeric forms has been developed by employing lipase-mediated resolution. A variety of natural products have been synthesized in enantiocontrolled manners by utilizing the former as a chiral equivalent of 2-cyclopentenone (as well as cyclopentadienone) and the latter as a chiral equivalent of 2-cyclohexenone (as well as 2,5-cyclohexadienone). © 1994 IUPAC