Trifluoroethylsulfonate protected monosaccharides in glycosylation reactions |
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| Authors: | Nathalie A. Karst Fikri Y. Avci Robert J. Linhardt |
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| Affiliation: | a Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA
b Departments of Chemistry and Chemical Biology, Biology and Chemical and Biological Engineering, Rensselaer Polytechnic Institute, Troy, NY 12180, USA |
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| Abstract: | A variety of sulfo-protected monosaccharide donors and acceptors were investigated in glycosylation reactions. Trifluoroethylsulfonate (SO3TFE) group was compatible with a wide range of activation conditions commonly used with fluoride, imidate, and sulfide donors. In addition, the influence of a SO3TFE group, at the critical 2-position in glycosyl donor, on the stereoselectivity of the glycosylation reaction was studied. |
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| Keywords: | Trifluoroethylsulfonate Glycosylation Glycosaminoglycans |
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