Dinuclear zinc-catalyzed enantioselective Aza-Henry reaction.
The dinuclear zinc catalyst 1a was found to catalyze the addition of nitroalkanes to carbamate-protected imines. This aza-Henry reaction proceeds with high enantioselectivity when various carbamate-protected imines are used. alpha,beta-Unsaturated imines proved to be a particularly useful class of substrate routinely giving the alpha-nitro amine products in high enantiomeric excess.
Trost
Barry M
BM
Department of Chemistry, Stanford University, Stanford, CA 94305-8080, USA. bmtrost@stanford.edu
Lupton
David W
DW
D000473:Alkanes / Q000737:chemistry; D000478:Alkylation; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007097:Imines / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D017967:Zinc Compounds / Q000737:chemistry*
D000473:Alkanes; D001372:Aza Compounds; D007097:Imines; D017967:Zinc Compounds