Asymmetric Reformatsky reaction; (1𝑆, 2𝑅)-(+)-norephedrine; 2-furoic acid; chiral amide; diethylzinc.
Chiral amide derived from (1𝑆, 2𝑅)-(+)-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 C-C bond formation. The mechanism for the catalytic reaction was proposed.