Carbohydrate Research 2012-10-01

Regioselective benzoylation of glycopyranosides by benzoic anhydride in the presence of Cu(CF3COO)2.

Evgeny V Evtushenko

Index: Carbohydr. Res. 359 , 111-9, (2012)

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Abstract

Benzoylation of methyl and benzyl glycopyranosides by benzoic anhydride in acetonitrile in the presence of copper(II) trifluoroacetate as a promoter has given monobenzoates with a good yield and high regioselectivity. The composition of monobenzoates depended both on a configuration of hydroxyl groups and on a configuration of aglycone. The simple syntheses of the monobenzoates of some glycosides are offered.Copyright © 2012 Elsevier Ltd. All rights reserved.