Hui Zhou, Qing Xu, Peiran Chen
Jun 30, 2008
Citations
0
Influential Citations
28
Citations
Journal
Tetrahedron
Abstract
Abstract Kinetic resolution of a series of ethyl 2,2-difluoro-3-hydroxy-3-aryl-propionates catalyzed by ( R )-benzotetramisole has been performed. It was found that when the aryl group was phenyl or phenyl substituted with electron-donating group (such as –Me, –OMe, and –SMe) or naphthyl groups, the enantio-selectivity factor ( s ) could reach 20 or higher; electron-withdrawing (such as fluorine) substitution on the benzene ring dramatically lowers the s value. Kinetic resolution in preparative scale for some of the substrates demonstrated the applicability of this method.