An enantioselective Brønsted acid catalyzed enamine Mannich reaction.
An enantioselective Brønsted acid catalyzed Mannich reaction between acetophenone derived enamines and N-Boc imines has been developed. Simple diol (S)-H(8)-BINOL has been identified as the optimal catalyst, to afford versatile beta-amino aryl ketones in good yield and enantiomeric excess.
Tillman
A Louise
AL
University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge, UKCB2 1EW.
Dixon
Darren J
DJ
D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D007097:Imines / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000588:Amines; D007097:Imines; D007659:Ketones