title: Catalytic kinetic resolution of cyclic secondary amines.
abstract: The catalytic resolution of racemic cyclic amines has been achieved by an enantioselective amidation reaction featuring an achiral N-heterocyclic carbene catalyst and a new chiral hydroxamic acid cocatalyst working in concert. The reactions proceed at room temperature, do not generate nonvolatile byproducts, and provide enantioenriched amines by aqueous extraction.
authors.affiliation: Laboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH Zürich, 8093 Zürich, Switzerland.
authors.forename: Michael
authors.initials: M
authors.lastname: Binanzer
authors.forename: Sheng-Ying
authors.initials: SY
authors.lastname: Hsieh
authors.forename: Jeffrey W
authors.initials: JW
authors.lastname: Bode
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006877:Hydroxamic Acids / Q000737:chemistry; D007700:Kinetics; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000588:Amines; D006877:Hydroxamic Acids; C030011:carbene; D008697:Methane