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
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.