Chemical Communications · 2020 · 46 citations · 55 references
Natural SciencesChemical EngineeringChemistryCatalysisElectrochemistryOrganic ChemistryCatalytic MechanismsCross-coupling ReactionsElectrochemical SynthesisHeterocycle SynthesisHeterocyclic ChemistryMetal CatalysisCross CouplingCross-coupling CatalysisElectrochemical FunctionalizationNickel-catalyzed Cross-couplingStereoselective Cross-coupling
Here we report a simple route towards the synthesis of thioglycosides, in which electrochemical cross-coupling is used to form a S-C glycosidic bond from protected and unprotected thiosugars with functionalized aryl bromides under base free conditions. The reaction manifold that we report here demonstrates the power of electrochemistry to access highly complex glycosides under mild conditions.
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Electrocatalytic C–H Activation
Nicolas Sauermann, Tjark H. Meyer, Youai Qiu et al. · ACS Catalysis · 2018 · 659 citations