Enantioselective addition of diethylzinc to aldehydes catalyzed by optically active C2-symmetrical bis-beta-amino alcohols.
The syntheses of new optically active C(2)-symmetrical bis-beta-amino alcohols 1-6 from (S)-2-(1-hydroxy-1,1-diphenylmethyl)-pyrrolidine are described. Especially attention is focused on bridges, which link the two beta-amino alcohol units. These new chiral ligands have been successfully applied in the catalytic enantioselective addition of diethylzinc to aldehydes to give sec-alcohols in good yields with up to 95% enantiomeric excess.
Xu
Qianyong
Q
Northwest Institute of Nuclear Technology, Xi'an, PR China. nintzhang@hz163.net
Zhu
Guangming
G
Pan
Xinfu
X
Chan
Albert S C
AS