Trends in Glycoscience and Glycotechnology
Online ISSN : 1883-2113
Print ISSN : 0915-7352
ISSN-L : 0915-7352
MINIREVIEW
Electrochemical Conversion of Thioglycosides to Glycosyl Triflates
Toshiki NokamiAkito ShibuyaJun-ichi Yoshida
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2008 Volume 20 Issue 114 Pages 175-185

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Abstract
Glycosyl triflates, which serve as important intermediates in glycosylation reactions, were generated and accumulated by low-temperature electrochemical oxidation of thioglycosides, such as thioglucosides, thiogalactosides, and thiomannosides, in the presence of tetrabutylammonium triflate (Bu4NOTf) as a supporting electrolyte. The solutions of glycosyl triflates thus obtained were then characterized by low-temperature NMR measurements. The thermal stability of glycosyl triflates and their reactions with glycosyl acceptors were also studied.
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© 2008 FCCA(Forum: Carbohydrates Coming of Age)
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