title: The dynamic kinetic resolution of azlactones with thiol nucleophiles catalyzed by arylated, deoxygenated cinchona alkaloids.
abstract: A significant improvement of the available organocatalytic methods (in terms of product substrate scope and product enantiomeric excess) for the generation of enantioenriched α-amino acid thioesters via the dynamic kinetic resolution of azlactones is reported. C-9 arylated cinchona alkaloid catalysts have been found to be considerably superior to other bifunctional alkaloid catalysts as the promoters of this asymmetric process.
authors.affiliation: School of Chemistry, Centre for Synthesis and Chemical Biology, Trinity Biomedical Sciences Institute, University of Dublin, Trinity College, Dublin 2, Ireland.
authors.forename: Zaida
authors.initials: Z
authors.lastname: Rodríguez-Docampo
authors.forename: Cormac
authors.initials: C
authors.lastname: Quigley
authors.forename: Sean
authors.initials: S
authors.lastname: Tallon
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Connon
mesh_terms: D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D007700:Kinetics; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D002930:Cinchona Alkaloids; D007783:Lactones; D013438:Sulfhydryl Compounds