A Copper-Catalyzed Approach to Access (Het)Aryl/Alkenyl Selenoglycosides Employing Electrophilic Glycosyl Selenosulfonates

Organic Letters 2026

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Authors: Ji Guo, Ruo Wang, Weitao Yan, Qi Zhang, Shiping Wang, Hao Sun, Xin Zhang, Chunfa Xu
DOI: 10.1021/acs.orglett.6c02175
Cited by: 1
References: 49

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.

Fields of Study & Subjects

Carbohydrate Chemistry and Synthesis Organoselenium and organotellurium chemistry Cyclopropane Reaction Mechanisms

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
25
Pages
8183–8188
Publication date
13 June 2026
Language
EN