Enantioselective Cycloadditions of Vinyl Cyclopropanes and Nitroolefins for Functionally and Optically Enriched Nitrocyclopentanes

Abstract

Abstract Palladium‐catalyzed enantioselective cycloaddition of vinyl cyclopropane dicarbonitriles and nitroolefins was achieved to generate structurally and optically enriched nitrocyclopentanes with three consecutive chiral carbon centers in up to 96 % yield and with up to 92 % ee . The two diastereoisomers produced in each reaction are readily separable by simple chromatography. The present method allows the preparation of both diastereoisomers in optically enriched form.