Electrochemical Conversion of Thioglycosides to Glycosyl Triflates

被引：8
|
作者：
Nokami, Toshiki [1 ]
Shibuya, Akito [1 ]
Yoshida, Jun-ichi [1 ]
机构：
[1] Kyoto Univ, Grad Sch Engn, Dept Synthet Chem & Biol Chem, Nishikyo Ku, Kyoto 6158510, Japan
来源：
TRENDS IN GLYCOSCIENCE AND GLYCOTECHNOLOGY | 2008年 / 20卷 / 114期
基金：
日本学术振兴会;
关键词：
glycosyl triflate; electrochemical glycosylation; thioglycoside;
D O I：
10.4052/tigg.20.175
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Glycosyl triflates, which serve as important intermediates in glycosylation reactions, were generated and accumulated by low-temperature electrochemical oxidation of thioglycosides, such as thioglucosides, thiogalacto-sides, 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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页码：175 / 185
页数：11
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