Electrochemically Generated ArS(ArSSAr)+B(C6F5)4- as an Activator of Thioglycosides for Glycosylation

被引:17
|
作者
Saito, Kodai [1 ]
Saigusa, Yoshihiro [1 ]
Nokami, Toshiki [1 ]
Yoshida, Jun-ichi [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Synthet Chem & Biol Chem, Nishikyo Ku, Kyoto 6158510, Japan
关键词
ALKOXYCARBENIUM ION POOLS; OLIGOSACCHARIDE SYNTHESIS; ITERATIVE GLYCOSYLATION; CHEMICAL GLYCOSYLATION; CATION; STRATEGIES;
D O I
10.1246/cl.2011.678
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Electrochemically generated ArS(ArSSAr)(+) was found to be an effective activator for glycosylation of thioglycosides. Efficiency of the reaction strongly depends on the nature of the counter anion, and B(C6F5)(4)(-) was the most effective among those examined. The method was applicable to various glyocosyl donors including thiogalactosides and thiomannosides and various acceptors including those having secondary hydroxy groups.
引用
收藏
页码:678 / 679
页数:2
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