A strategy for the one-pot synthesis of sialylated oligosaccharides
- 1 August 2002
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 80 (8) , 1051-1054
- https://doi.org/10.1139/v02-131
Abstract
A new strategy has been developed for the synthesis of branched sialylated oligosaccharides using one-pot technology. Sialyl donors are in general too weak in reactivity to be used as the first glycosyl donors in the one-pot synthesis. When sialic acid is linked to a different sugar such as galactose, the reactivity is, however, significantly enhanced and can be tuned to enable the one-pot synthesis. A combination of NIS–TfOH–AgOTf was used for activation of the thioglycosides to improve the glycosylation yield when a hindered acceptor was used, as illustrated in the one-pot assembly of sialylated hexasaccharide.Key words: one-pot synthesis, sialyl oligosaccharides, new activation.Keywords
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