Issue 32, 2023

Stereoselective oxidative O-glycosylation of disarmed glycosyl iodides with alcohols using PIDA as the promoter

Abstract

The direct and practical oxidative anomeric O-glycosylation of glycosyl iodides with an array of alcohols as glycosyl acceptors is presented. Using phenyliodine(III) diacetate (PIDA) as the promoter of the reaction, at ambient temperature, an enviromentally benign and operationally simple protocol has been developed providing access stereoselectively to 1,2-trans-O-glycosides.

Graphical abstract: Stereoselective oxidative O-glycosylation of disarmed glycosyl iodides with alcohols using PIDA as the promoter

Supplementary files

Article information

Article type
Communication
Submitted
19 Jun 2023
Accepted
26 Jul 2023
First published
28 Jul 2023
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2023,21, 6479-6483

Stereoselective oxidative O-glycosylation of disarmed glycosyl iodides with alcohols using PIDA as the promoter

M. A. Boulogeorgou, A. Toskas, J. K. Gallos and C. I. Stathakis, Org. Biomol. Chem., 2023, 21, 6479 DOI: 10.1039/D3OB00929G

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