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Published on: October 4, 2017
Electrochemically Mediated S-Glycosylation of 1-Thiosugars with Xanthene Derivatives
Rui-Qi Wang1, Qing-Hui Jiang1, Hui-Xiang Wang1
1National Engineering Research Center for Carbohydrate Synthesis, Jiangxi Normal University, 99 Ziyang Road, Nanchang, 330022, China.
Abstract:
An efficient electrochemical dehydrogenative cross-coupling of benzylic C-H bonds with 1-thiosugars at room temperature is described. The direct S-glycosylation protocol avoids using any oxidant, which provides facile access to various glycosylated xanthene derivatives with up to 91% yield. This current electrooxidative reaction is characterized by high atom economy, high efficiency, mild reaction conditions, being environmentally benign, and excellent functional group tolerance. Moreover, preliminary mechanistic investigations reveal that the reaction involves a free radical process.
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