Journal of Chemical Sciences

Chiral amide from (1S, 2R)-(+)-norephedrine and furoic acid: An efficient catalyst for asymmetric Reformatsky reaction

N Ananthi, S Velmathi

Index: Ananthi, Nallamuthu; Velmathi, Sivan Journal of Chemical Sciences, 2014 , vol. 126, # 1 p. 151 - 158

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Abstract

Abstract Chiral amide derived from (1 S, 2 R)-(+)-norephedrine and 2-furoic acid was found to catalyse the asymmetric Reformatsky reaction between prochiral aldehydes and α-bromo ethylacetate with diethylzinc as zinc source. The corresponding chiral β-hydroxy esters were formed in 99% yield with over 80% enantiomeric excess. The presence of air was found to be essential for the effective CC bond formation. The mechanism for the catalytic reaction ...