Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1388903 | Carbohydrate Research | 2012 | 9 Pages |
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.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Regioselective benzoylation of glycosides in the presence of Cu(CF3COO)2 is studied. ► The probable mechanism of regioselective benzoylation of diols is given. ► The simple syntheses of the monobenzoates of some glycopyranosides are offered.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Evgeny V. Evtushenko,