title: Chiral phosphoric acid-catalyzed desymmetrization of meso-aziridines with functionalized mercaptans.
abstract: Conditions for the phosphoric acid-catalyzed highly enantioselective ring-opening of meso-aziridines with a series of functionalized aromatic thiol nucleophiles are described. The procedure utilizes commercially available aromatic thiols, a series of meso-aziridines, and a catalytic amount of VAPOL phosphoric acid to explore the substrate scope of this highly enantioselective reaction.
authors.affiliation: Department of Chemistry, University of South Florida, 4202 East Fowler Avenue CHE205A, Tampa, Florida 33620, USA.
authors.forename: Shawn E
authors.initials: SE
authors.lastname: Larson
authors.forename: Juan C
authors.initials: JC
authors.lastname: Baso
authors.forename: Guilong
authors.initials: G
authors.lastname: Li
authors.forename: Jon C
authors.initials: JC
authors.lastname: Antilla
mesh_terms: D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D010756:Phosphoric Acids / Q000737:chemistry*; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D001388:Aziridines; D010756:Phosphoric Acids; D013438:Sulfhydryl Compounds