A. Marra, J. Esnault, A. Veyrières
Jul 1, 1992
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Influential Citations
76
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Journal
Journal of the American Chemical Society
Abstract
Isopropenyl glycosides have been synthesized in high yiekds by reactings the corresponding anomeric acetates with the Tebbe reagent. These compounds undergo glycosylation with primary or secondary carbohydrate alcohols in the presence of trimethylsilyl triflate or boron trifluoride etherate, probably via a mixed acetal glycoside intermediate. On the basis of this principle, a quite efficient glysosylation of monosaccharide hemiacetal donors with acceptors bearing an isopropenyl ether function at a primary or secondary position has been developed