Saltar al contenido
Merck

Direct asymmetric aldol reaction of aryl ketones with aryl aldehydes catalyzed by chiral BINOL-derived zincate catalyst.

The Journal of organic chemistry (2008-08-15)
Hong Li, Chao-Shan Da, Yu-Hua Xiao, Xiao Li, Ya-Ning Su
RESUMEN

Direct asymmetric aldol reaction of aryl ketones with aryl aldehydes catalyzed by chiral metal complex is reported for the first time herein. Two novel semicrown chiral ligands 1a and 1b were synthesized from (S)- and (R)-BINOL, respectively, and then employed to catalyze the direct asymmetric aldol addition of aryl ketones to aryl aldehydes. Introduced with 2.0 equiv of diethylzinc, 1b had higher enantioselectivity than 1a. Up to 97% yield and up to 80% enantioselectivity were achieved.

MATERIALES
Referencia del producto
Marca
Descripción del producto

Sigma-Aldrich
Diethylzinc solution, 1.0 M in hexanes
Sigma-Aldrich
Diethylzinc, ≥52 wt. % Zn basis
Sigma-Aldrich
Diethylzinc solution, 15 wt. % in toluene
Sigma-Aldrich
Diethylzinc solution, 1.0 M in heptane
Sigma-Aldrich
Diethylzinc, packaged for use in deposition systems