Chiral sulfonamide induced enantioselective protonation of samarium enolate in the reaction of alpha,beta-unsaturated ester with ketone

W Wang; MH Xu; XS Lei; GQ Lin

doi:10.1021/ol006429c

Chiral sulfonamide induced enantioselective protonation of samarium enolate in the reaction of alpha,beta-unsaturated ester with ketone

Org Lett. 2000 Nov 30;2(24):3773-6. doi: 10.1021/ol006429c.

Authors

W Wang¹, MH Xu, XS Lei, GQ Lin

Affiliation

¹ Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenlin Lu, Shanghai 200032, P. R. China.

PMID: 11101416
DOI: 10.1021/ol006429c

Abstract

Good enantioselectivity (up to 84% ee) has been achieved in the formation of alpha,gamma-substituted-gamma-butyrolactone by the SmI(2)-mediated reductive coupling of ketones with methyl methacrylate using various chiral proton sources.