Creation of a Chiral All-Carbon Quaternary Center Induced by CF and CH Substituents via Cu-Catalyzed Asymmetric Conjugate Addition.

Cu-catalyzed asymmetric construction of a chiral quaternary center bearing CH and CF groups was achieved with high to excellent enantioselectivity using our originally developed ligands. The asymmetric conjugate addition of MeAl to β-CF-substituted enones and unsaturated ketoesters proceeded efficiently. The use of unsaturated ketoesters gives optically active furanones in high yields with high enantioselectivities. The perfluoroalkyl-substituted enone does not seem to be favorable in the present reaction.