The Catalytic Asymmetric Vinylogous Mukaiyama (CAVM) reactions of various aldehydes with dienolate 1 using different enolate activations (CuF . (S)-TolBinBp, t-BuOCu . (S)-Tol-Binap, and various chiral nonracemic ammonium fluorides derived from cinchona alkaloids) are described. These reactions proved to be highly regioselective leading exclusively to the cr-aldol products in good yields and peer to good enantioselectivities.