title: Mechanistic investigations of multidentate organocatalyst-promoted counterion catalysis for fast and enantioselective aza-Morita-Baylis-Hillman reactions at ambient temperature.
abstract: Kinetic experiments were performed on the catalytic cycle of a trifunctional organocatalyst-promoted counterion catalysis of asymmetric aza-Morita-Baylis-Hillman reactions. The catalysis was found to be first order in the trifunctional catalyst with the Michael addition as the rate-limiting step. Temperature variation changed the rate of catalysis but not the enantioselectivity of the reaction.
authors: Department of Chemistry & Biomolecular Sciences, Macquarie University, Sydney, NSW 2109, Australia.
authors: Christopher
authors: C
authors: Anstiss
authors: Jean-Marc
authors: JM
authors: Garnier
authors: Fei
authors: F
authors: Liu
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry; D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry*; D007700:Kinetics; D013237:Stereoisomerism; D013696:Temperature
chemical_list: D000438:Alcohols; D000447:Aldehydes; D000588:Amines; D007097:Imines