CARBOHYDRATES AS CHIRAL AUXILIARIES - THE ASYMMETRIC EPOXIDATION REACTION OF OLEFINS

Citation
Ab. Charette et B. Cote, CARBOHYDRATES AS CHIRAL AUXILIARIES - THE ASYMMETRIC EPOXIDATION REACTION OF OLEFINS, Tetrahedron : asymmetry, 4(11), 1993, pp. 2283-2286
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
4
Issue
11
Year of publication
1993
Pages
2283 - 2286
Database
ISI
SICI code
0957-4166(1993)4:11<2283:CACA-T>2.0.ZU;2-7
Abstract
Under optimized conditions, the epoxidation of -2-butenyl-3,4,6-tri-O- benzyl-beta-D-glucopyranose gave a 9:1 mixture of diastereomers. The d iastereoselectivities observed were shown to be highly dependent on th e nature of the reagent used and of the protecting group at C-2 of the auxiliary.