Issue 7, 2009

Reaction of carbohydrates with Vilsmeier reagent: a tandem selective chloro O-formylation of sugars

Abstract

A convenient and efficient method for selective replacement of the primary hydroxyl groups of sugars by chlorine with concomitant O-formylation, compatible with the presence of a variety of functional groups, has been developed using the Vilsmeier–Haack reaction. Sugars having free primary hydroxyl groups mostly afforded the chloro-O-formylated product while sugars devoid of primary hydroxyl groups yielded only O-formylated products.

Graphical abstract: Reaction of carbohydrates with Vilsmeier reagent: a tandem selective chloro O-formylation of sugars

Supplementary files

Article information

Article type
Communication
Submitted
05 Jan 2009
Accepted
30 Jan 2009
First published
13 Feb 2009

Org. Biomol. Chem., 2009,7, 1280-1283

Reaction of carbohydrates with Vilsmeier reagent: a tandem selective chloro O-formylation of sugars

N. Thota, D. Mukherjee, M. V. Reddy, S. K. Yousuf, S. Koul and S. C. Taneja, Org. Biomol. Chem., 2009, 7, 1280 DOI: 10.1039/B900026G

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