Acylzirconocene Chloride as an “Unmasked” Acyl Anion: Enantioselective 1,2-Addition toα,β-Unsaturated Ketone Derivatives

Abstract

The chiral monodentate phosphane ligand (R)-MOP facilitated the first enantioselective nucleophilic 1,2-addition of an "unmasked" acyl anion to a carbonyl group in the Pd(II)-catalyzed reaction of alpha,beta-unsaturated ketones with acylzirconocene chlorides [Eq. (1), 66 % ee, 88 % yield; (R)-MOP=(R)-2-(diphenylphosphanyl)-2'-methoxy-1,1'-binaphthyl].