A Copper-Catalyzed Approach to Access (Het)Aryl/Alkenyl Selenoglycosides Employing Electrophilic Glycosyl
Ji Guo1, Ruo Wang2, Weitao Yan1
1Key Laboratory of Molecular Synthesis and Function Discovery, College of Chemistry, Fuzhou University, Fuzhou 350108, China.
Abstract:
A general and mild copper-catalyzed strategy is described for the synthesis of structurally diverse (hetero)aryl and alkenyl selenoglycosides. This protocol utilizes bench-stable glycosyl selenosulfonates as electrophilic donors, enabling the direct coupling of nucleophilic (het)aryl/alkenyl boronic acids and esters, thereby significantly expanding the chemical space of selenoglycosides. The synthetic utility of the method is highlighted by the successful construction of a clinical SGLT2 inhibitor empagliflozin analogue.
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