Enantioselective Synthesis of Both Enantiomers of Dimethyl cis-(4-Acetoxycyclopent-2-enyl)malonate, Key Intermediates for Epijasmonate

Abstract

Both enantiomers (3 and 4) of dimethyl cis-(4-acetoxycyclopent-2-enyl)malonate (3), known intermediates for the synthesis of epijasmonate, were prepared in an enantio-enriched form from common starting material 2 based on desymmetrization of the meso-character by palladium-catalyzed asymmetric allylic alkylation.

• epijasmonoid
• allylic alkylation
• palladium catalyst
• enantioselective synthesis