Palladium-Catalyzed (Z)-Selective Allylation of Nitroalkanes: Access to Highly Functionalized Homoallylic Scaffolds

Abstract

Nitroalkanes undergo decarboxylative allylation in the presence of vinyl-substituted cyclic carbonates providing a wide variety of functionalized homoallylated compounds with exquisite stereocontrol. This Pd-mediated procedure features opera- tional simplicity, versatile substrate combinations and also allows for the sequential introduction of different allyl groups in the nitroalkane scaffolds with high levels of stereocontrol through the intermediacy of a (Z)-configured palladacyclic intermediate. As far as we know, the developed protocol is the first general Pd-mediated methodology towards (Z)-configured homoallylic nitroalkanes with attractive functional group diversity