An Improved Synthetic Method for Both Enantiomers of Tricyclo(5.2.1.02, 6)deca-4,8-dien-3-one by Means of Chemoenzymatic Dissymmetrization of a meso-Compound.

Diels-Alder reaction of cis-1,4-diacetoxy-2-cyclopentene with cyclopentadiene gave a tricyclo[5.2.1.02,6]decene derivative stereoselectiviely. The titled dienone useful for enantioselective synthesis of cyclopentanoids and other natural products has been efficiently prepared from the adduct by means of dissymmetrization with lipase-catalyzed acetylation.