4.5 Article

The synthesis of cyclicimidates from amides of glucuronic acid and investigation of glycosidation reactions

Journal

CARBOHYDRATE RESEARCH
Volume 342, Issue 1, Pages 111-118

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2006.10.023

Keywords

imidates; glycosidation; anomerisation; glucuronic acid; amides; Lewis acid

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The synthesis of novel cyclic glycosyl imidates and an investigation of their potential as donors in glycosidation reactions is described. The results show that 1,2-cis glycosides obtained from the reactions of glycosyl acetates or cyclic imidates, each derived from amides of glucuronic acid, result from the anomerisation of initially formed 1,2-trans glycosides. (c) 2006 Elsevier Ltd. All rights reserved.

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