Propargyl Glycosides as Stable Glycosyl Donors:  Anomeric Activation and Glycoside Syntheses

The advantages of stable glycosyl donors for saccharide coupling are many, and we describe herein the utility of propargyl glycosides for anomeric activation and glycoside synthesis exploiting the alkynophilicity of AuCl3. Various aglycones were reacted with propargyl glycosides, resulting in the fo...

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Veröffentlicht in:Journal of the American Chemical Society 2006-08, Vol.128 (30), p.9620-9621
Hauptverfasser: Hotha, Srinivas, Kashyap, Sudhir
Format: Artikel
Sprache:eng
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Zusammenfassung:The advantages of stable glycosyl donors for saccharide coupling are many, and we describe herein the utility of propargyl glycosides for anomeric activation and glycoside synthesis exploiting the alkynophilicity of AuCl3. Various aglycones were reacted with propargyl glycosides, resulting in the formation of an α,β-mixture of glycosides and disaccharides in good yields.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja062425c