‘Evans Auxiliary’ Based P–N Ligands for Pd-Catalyzed Asymmetric Allylic Alkylation Reactions

A new type of chiral P–N ligands has been prepared which incorporates the Evans auxiliary as chiral ligand. They were found to act as effective ligands in the Pd-catalyzed allylic alkylation reactions. Using these ligands with allylpalladium chloride dimer as catalyst, the coupling of 1,3-diphenyl-3-acetoxyprop-1-ene and dimethyl malonate proceeded smoothly at –10 °C providing the desired product with enantiomeric excess up to 87% and excellent yield.