N-Heterocyclic carbene-catalyzed β-addition of enals to 3-alkylenyloxindoles: synthesis of oxindoles with all-carbon quaternary stereocenters

The N-heterocyclic carbene-catalyzed beta-addition of enals to 3-alkylenyloxindoles was developed. All of the beta-aryl, beta-alkenyl and beta-alkyl enals worked well for the reaction to give the corresponding 3,3-disubstituted oxindoles bearing contiguous all-carbon quaternary and tertiary stereocenters in good yields with moderate to high diastereoselectivities and excellent enantioselectivities.