Synergistic Ni/Pd Catalysis for Asymmetric Allylic Alkylation of 2-Acyl Imidazoles.

Abstract

The asymmetric α-allylation of α-aryl-substituted 2-acetyl imidazoles synergistically catalyzed by Ni/Pd catalysts has been developed. In this process, the nickel-bisoxazoline complex activates the enolate of an acetyl imidazole, which then reacts with a π-allyl palladium electrophile generated from an allyl alcohol derivative by a palladium-based catalyst. A broad scope of substrates was suitable for this reaction. The utility of this method was demonstrated by a gram-scale reaction and subsequent elaboration of the allylation products.