Chiral ligand-controlled catalytic asymmetric epoxidation of alpha,beta-unsaturated carbonyl compounds with peroxide

摘要

Asymmetric epoxidation reaction of alpha,beta-unsaturated carbonyl compounds with alkylperoxide was catalyzed by an external chiral tridentate aminodiether-lithium peroxide giving epoxides with good enantiomeric excess. Slow addition of alkylhydroperoxide was beneficial for a catalytic asymmetric reaction. Lone pair electron-differentiating coordination of a carbonyl oxygen to lithium is another critical factor for high enantioselectivity. (C) 2003 Elsevier Science Ltd. All rights reserved. [References: 50]