Enantioselective Terminal Addition to Allenes by Dual Chiral Primary Amine/Palladium Catalysis

We herein describe a synergistic chiral primary amine/achiral palladium catalyzed enantioselective terminal addition to allenes with α-branched β-ketocarbonyls and aldehydes. The reactions afford allylic adducts bearing acyclic all-carbon quaternary centers with high regio- and enantioselectivity. A wide range of allenes including those aliphatic or 1,1′-disubstituted could be employed, thus expanding the scope of typical asymmetric allylic alkylation reactions.