4.5 Article

Indium-mediated alkynylation of sugars: synthesis of C-glycosyl compounds bearing a protected amino alcohol moiety

Journal

CARBOHYDRATE RESEARCH
Volume 345, Issue 17, Pages 2566-2570

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2010.07.033

Keywords

C-Glycosylation; Glycopeptides; Anomeric reactivity; Organometallic coupling; Indium; Alkynylation

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The coupling of glycals with an alkynyl iodide bearing a protected amino alcohol moiety was achieved in the presence of metallic indium under Barbier conditions. It gave functionalized C-glycosyl compounds, precursors of C-glycosyl amino acids with alpha configuration. (C) 2010 Elsevier Ltd. All rights reserved.

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