title: Enantioselective Alkylative Kinetic Resolution of 2-Oxindole-Derived Enolates Promoted by Bifunctional Phase Transfer Catalysts.
abstract: The first strategy for bringing about highly enantioselective alkylative enolate kinetic resolutions using a simple phase-transfer protocol via SN2 chemistry has been developed. In the presence of a new squaramide-based quaternized cinchona alkaloid-derived catalyst and aqueous base, benzyl, allyl, and propargyl halides react with racemic substituted oxindoles to generate densely functionalized products with the two contiguous stereocenters, one of which is an all-carbon quaternary.
authors.affiliation: Trinity Biomedical Sciences Institute, School of Chemistry, The University of Dublin , Trinity College, Dublin 2, Ireland.
authors.forename: Emiliano
authors.initials: E
authors.lastname: Sorrentino
authors.affiliation: Trinity Biomedical Sciences Institute, School of Chemistry, The University of Dublin , Trinity College, Dublin 2, Ireland.
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Connon