Stereoselective entry to beta-linked C-disaccharides using a carbon-Ferrier reaction

Gemmell, N., Meo, P. and Osborn, H.M.I. ORCID: https://orcid.org/0000-0002-0683-0457 (2003) Stereoselective entry to beta-linked C-disaccharides using a carbon-Ferrier reaction. Organic Letters, 5 (10). pp. 1649-1652. ISSN 1523-7060 doi: 10.1021/ol030023t

Abstract/Summary

[GRAPHICS] The synthesis of unsaturated beta-linked C-disaccharides by the Lewis acid-mediated reaction of 3-O-acetylated glycals with monosaccharide-derived alkenes is described. Deprotection and selective hydrogenation of an exocyclic carbon-carbon double, in the presence of an endocyclic double bond, for representative targets is also illustrated.