LITHIUM TRIFLATE AS A NEW PROMOTER OF GLYCOSYLATION UNDER NEUTRAL CONDITIONS

Citation
A. Lubineau et B. Drouillat, LITHIUM TRIFLATE AS A NEW PROMOTER OF GLYCOSYLATION UNDER NEUTRAL CONDITIONS, Journal of carbohydrate chemistry, 16(7), 1997, pp. 1179-1186
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology
ISSN journal
07328303
Volume
16
Issue
7
Year of publication
1997
Pages
1179 - 1186
Database
ISI
SICI code
0732-8303(1997)16:7<1179:LTAANP>2.0.ZU;2-N
Abstract
The glycosyl donors 2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl tric hloroacetimidate and 3,4,6-tri-O-benzyl-alpha-D-fucopyranosyl trichlor oacetimidate were activated under neutral conditions with a catalytic amount (0.05 equiv) of lithium triflate and reacted with a series of a lcohols including an acid sensitive sugar to give the corresponding gl ycosides in high yields. The stereoselectivity of the glycosylation wa s improved by introducing a participating group next to the anomeric p osition.