Issue 92, 2023

Visible-light-mediated synthesis of non-anomeric S-aryl glycosides via a photoactive electron-donor–acceptor complex

Abstract

A visible-light-mediated glycosylation reaction between glycosyl redox-active esters and disulfides has been reported, through which a series of S-aryl glycosides were obtained in good yields with satisfactory stereoselectivity. The preliminary mechanistic studies revealed that this transformation proceeded via an EDA complex. Moreover, the potential application value was demonstrated in the late-stage functionalisation of drug molecules and a gram-scale experiment.

Graphical abstract: Visible-light-mediated synthesis of non-anomeric S-aryl glycosides via a photoactive electron-donor–acceptor complex

Supplementary files

Article information

Article type
Communication
Submitted
19 Jul 2023
Accepted
26 Oct 2023
First published
27 Oct 2023

Chem. Commun., 2023,59, 13759-13762

Visible-light-mediated synthesis of non-anomeric S-aryl glycosides via a photoactive electron-donor–acceptor complex

Le Zhang, S. He, J. Hou, M. Ye, J. Chen, G. Lv, T. Huang, Z. Yang and Y. Wu, Chem. Commun., 2023, 59, 13759 DOI: 10.1039/D3CC03474G

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