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Updated: Sep 25, 2025

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Transition-metal-free synthesis of aryl 1-thioglycosides with arynes at room temperature
Yao Liu1, Xiao-Bing Yu1, Xiang-Mei Zhang1
1National Engineering Research Center for Carbohydrate Synthesis, Jiangxi Normal University Nanchang 330022 P. R. China yannan@jxnu.edu.cn.
Abstract:
A mild, convenient and transition-metal-free protocol for the synthesis of aryl 1-thioglycosides is presented via arynes generated in situ combined with glycosyl thiols in the presence of TBAF(tBuOH)4. The methodology provides a general and efficient way to prepare a series of functionalized thioglycosides in good to excellent yields with a perfect control of the anomeric configuration at room temperature. In addition, the reaction conditions tolerate a variety of the pentoses and hexoses, and the reaction also performs smoothly on protected monosaccharides and disaccharides.
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