Mechanistic investigations of multidentate organocatalyst-promoted counterion catalysis for fast and enantioselective aza-Morita-Baylis-Hillman reactions at ambient temperature.
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.
Anstiss
Christopher
C
Department of Chemistry & Biomolecular Sciences, Macquarie University, Sydney, NSW 2109, Australia.
Garnier
Jean-Marc
JM
Liu
Fei
F
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
D000438:Alcohols; D000447:Aldehydes; D000588:Amines; D007097:Imines