4.6 Article

Effects of CoCl2 on the regioselective tosylation of oligosaccharides

期刊

JOURNAL OF MOLECULAR STRUCTURE
卷 1241, 期 -, 页码 -

出版社

ELSEVIER
DOI: 10.1016/j.molstruc.2021.130609

关键词

Regioselective reaction; Glycochemistry; Cobalt catalyzed tosylation; Tosylation of oligosaccharides

向作者/读者索取更多资源

The tosylation reaction of oligosaccharides with improved regioselectivity using cobalt II chloride as a catalyst has been developed, showing good adaptability on various sugars.
The tosyl functional group is commonly used in carbohydrate chemistry as a nucleofuge. Tosylation of the primary hydroxyls of carbohydrates are generally performed after orthogonal protection/deprotection reactions. However, it can be done regioselectively from unprotected sugars. Several examples have been described in the literature starting from free monosaccharides. Yields are generally good but may vary according to the nature of the sugar. Starting from free oligosaccharides, the regioselectivity and the yields generally drop significantly. The use of catalysts, such as DMAP or NEt3, improves the conversion but to the detriment of the regioselectivity. In our current work, we developed a tosylation reaction of the primary positions of several oligosaccharides with improved regioselectivity, using cobalt II chloride in catalytic amounts. Adaptability of this methodology has been tested on cellobiose, maltose, lactose, sucrose and maltotriose. (C) 2021 Elsevier B.V. All rights reserved.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.6
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
暂无数据