A Visible-Light-Driven O-Glycosylation with Selenoglycosides Mediated by Chalcogen Bonding to Umemoto's Reagent

Document Type

Article

Publication Date

7-21-2025

Abstract

The activation of chalcogenoglycosides for O-glycosylation typically involves strong electrophiles requiring low temperature. Herein, we demonstrate that visible-light irradiation of selenoglycosides in the presence of Umemoto's reagent results in often high-yielding O-glycosylation. We provide evidence that this process is mediated by a novel mode of reactivity, specifically photoinduced electron transfer within a chalcogen-bonded complex.

Publication Source (Journal or Book title)

Angewandte Chemie International Edition

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