Issue 13, 2022

Anomeric alkylations and acylations of unprotected mono- and disaccharides mediated by pyridoneimine in aqueous solutions

Abstract

A site-specific deprotonation followed by alkylations and acylations of sugar hemiacetals to the corresponding alkyl glycosides and acylated sugars in aqueous solutions is disclosed herein. Pyridoneimine as a new base is developed to mediate the deprotonation of readily available sugar hemiacetals and further reactions with alkylation and acylation agents.

Graphical abstract: Anomeric alkylations and acylations of unprotected mono- and disaccharides mediated by pyridoneimine in aqueous solutions

Supplementary files

Article information

Article type
Communication
Submitted
15 Dec 2021
Accepted
18 Jan 2022
First published
18 Jan 2022

Chem. Commun., 2022,58, 2224-2227

Anomeric alkylations and acylations of unprotected mono- and disaccharides mediated by pyridoneimine in aqueous solutions

K. Dey and N. Jayaraman, Chem. Commun., 2022, 58, 2224 DOI: 10.1039/D1CC07056H

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