Thioglycosides, conversion

III. Conversion of Thioglycosides Into Other Glycosyl Donors. 183... 

In addition to the standard mCPBA, many oxidants have been applied in the conversion of thioglycosides into glycosyl sulfoxides, including sodium metaperio-... 

M. L. Wotfrom and W. Groebke, Tetra-O-acylglycosyl chlorides from 1 -thioglycosides and their conversion to penta-0-acyl esters, J. Org. Chem. 28 2986 (1963). 

S. Hanessian and Y. Guindon, Chemistry of the glycosidic linkage. Direct conversion of glycosides into 1-thioglycosides by use of [alkyl (or aryl)thio] trimethylsilanes, Carbohydr. Res. 86 C3 (1980). 

Mendlik, M.T., Tao, P., Hadad, C.M., Coleman, R.S., and Lowary, T.L. (2006) Synthesis of L-daunosamine and L-ristosamine glycosides via photo-induced aziridination. Conversion to thioglycosides for use in glycosylation reactions. Journal of Organic Chemistry, 71 (21), 8059-8070. 

The substrates R OH were partially protected (benzylated and benzoylated) glycosides or thioglycosides. Some glycosidations were greatly promoted by using silica gel. A substantial improvement involved the use of various acid catalysts such as tin (II) triflate or mixtures of antimony (III) and silver perchlorate [53], Similar reactions were performed with BTI (Section 4.5). The conversion of the thiocar-bonyl into carbonyl group using IOB in acetone has been reported in some 2-thiouracils [54],... 

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