O-nucleophilic amino alcohol acyl-transfer catalysts: the effect of acidity of the hydroxyl group on the activity of the catalyst.
[reaction: see text]. Amino alcohol-derived acyl-transfer catalysts are shown to operate by an O-nucleophilic mechanism, and catalysts bearing electron-withdrawing groups in proximity to the hydroxyl group are found to be more active. This is attributed to an increase in the acidity of the hydroxyl group of the catalyst.
Wayman
Kjirsten A
KA
Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309-0215, USA.
Sammakia
Tarek
T
D000605:Amino Alcohols / Q000737:chemistry*; D000631:Aminopyridines / Q000737:chemistry; D001555:Benzene Derivatives / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D000605:Amino Alcohols; D000631:Aminopyridines; D001555:Benzene Derivatives; D002264:Carboxylic Acids; D006845:Hydrocarbons, Fluorinated