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Issue 8, 2021
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Protecting-group-free S-glycosylation towards thioglycosides and thioglycopeptides in water

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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

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Submitted
08 Jan 2021
Accepted
01 Mar 2021
First published
01 Mar 2021

Green Chem., 2021,23, 2907-2912
Article type
Communication

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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