Literature DB >> 12735743

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

Natasha Gemmell1, Paul Meo, Helen M I Osborn.   

Abstract

[structure: see text] 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.

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Year:  2003        PMID: 12735743     DOI: 10.1021/ol030023t

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

Review 1.  Analysis of carbohydrates and glycoconjugates by matrix-assisted laser desorption/ionization mass spectrometry: An update for 2003-2004.

Authors:  David J Harvey
Journal:  Mass Spectrom Rev       Date:  2009 Mar-Apr       Impact factor: 10.946

2.  Efficient carbon-Ferrier rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside.

Authors:  Alafia A Ansari; Y Suman Reddy; Yashwant D Vankar
Journal:  Beilstein J Org Chem       Date:  2014-01-30       Impact factor: 2.883

  2 in total

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