Issue 8, 2021

Protecting-group-free S-glycosylation towards thioglycosides and thioglycopeptides in water

Abstract

A facile and green S-glycosylation method has been developed featuring protecting-group-free and proceeding-in-water like enzymatic synthesis. Glycosylation of fluoride donors with thiol sugar acceptors using Ca(OH)2 as a promoter afforded various thioglycosides in good yields with exclusive stereoselectivity. This method also enabled the successful production of S-linked oligosaccharides and S-linked glycopeptides.

Graphical abstract: Protecting-group-free S-glycosylation towards thioglycosides and thioglycopeptides in water

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
08 1 2021
Accepted
01 3 2021
First published
01 3 2021

Green Chem., 2021,23, 2907-2912

Protecting-group-free S-glycosylation towards thioglycosides and thioglycopeptides in water

G. Zhang, M. R. Gadi, X. Cui, D. Liu, J. Zhang, V. Saikam, C. Gibbons, P. G. Wang and L. Li, Green Chem., 2021, 23, 2907 DOI: 10.1039/D1GC00098E

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