Potent, versatile, and stable: Thiazolyl thioglycosides as glycosyl donors

被引:109
作者
Demchenko, AV [1 ]
Pornsuriyasak, P [1 ]
De Meo, C [1 ]
Malysheva, NN [1 ]
机构
[1] Univ Missouri, Dept Chem & Biochem, St Louis, MO 63121 USA
关键词
carbohydrates; chemoselectivity; glycosides; glycosylation;
D O I
10.1002/anie.200454047
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Donating with a difference: Thiazolyl (Taz) substituted thioglycosides have been successfully used in the synthesis of both 1,2-trans- and 1,2-cis-glycosides and also have found application in convergent oligosaccharide synthesis. In addition, this study has demonstrated that STaz and SEt moieties are fully orthogonal (see scheme, Bn = benzyl; X = STaz, Y = SEt or X = SEt,Y = STaz).
引用
收藏
页码:3069 / 3072
页数:4
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