A Robust Copper-Catalyzed Cross-Coupling of Glycosyl Thiosulfonate and Boronic Acids Enables the Construction of Thioglycosides
Zuyao Sun, Weitao Yan, Lihuang Xie, Wenchao Liu, Chunfa Xu, Fen‐Er Chen
Abstract
An efficient and stereoretentive copper-catalyzed cross-coupling of glycosyl thiosulfonate and boronic acid for the construction of thioglycosides is described. The good functional group compatibility of this method allows the preparation of many bioactive aryl/alkenyl thioglycosides, including the hSGLT1 inhibitor.
Topics & Concepts
ChemistryGlycosylArylBoronic acidCombinatorial chemistryCopperCatalysisCompatibility (geochemistry)Organic chemistryChemical engineeringEngineeringAlkylCarbohydrate Chemistry and SynthesisSulfur-Based Synthesis TechniquesChemical Synthesis and Reactions