The fluoride and thioglycoside derivatives of 6-thiosialic acid were synthesized. The thioglycoside was found to react with glycosyl acceptors in the presence of N-iodosuccinimide and trifluoromethanesulfonic acid. Alkanols tended to be glycosylated in good yield with α-selectivity, while sugar alcohols gave only the β-glycosides in poor yields.
Keywords: Thiosugar, thioglycoside, glycosyl fluoride, sialic acid, glycosidation
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