Asymmetric α-Regioselective [3 + 2] Annulation of Morita–Baylis–Hillman Carbonates: Construction of Three Contiguous Stereocenters with Vicinal Quaternary Carbon Centers

Abstract

Asymmetric α-regioselective annulation of MBH carbonates with 4-arylmethylisoxazol-5-ones has been developed to afford spirocyclic oxindole derivatives containing three contiguous stereogenic centers and vicinal all-carbon quaternary chiral centers. This reaction exhibits a broad substrate scope and excellent functional group tolerance. Excellent yields with high diastereo- and enantioselectivities were obtained in this efficient organocatalytic reaction.