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1: Carbohydr Res. 2007 Sep 3;342(12-13):1689-703. Epub 2007 May 23.Click here to read Links

gem-Difluoro-carbasugars, the cases of mannopyranose and galactopyranose.

Sardinha J, Guieu S, Deleuze A, Fernández-Alonso MC, Rauter AP, Sinaÿ P, Marrot J, Jiménez-Barbero J, Sollogoub M.

Université Pierre et Marie Curie-Paris 6, Institut de Chimie Moléculaire (FR 2769), ENS, UMR CNRS 8642, 75005 Paris, France.

5a-Difluoro-5a-carbamannopyranose (gem-difluoro-carbamannopyranose) and 5a-difluoro-5a-carbagalactopyranose (gem-difluoro-carbagalactopyranose), close congeners of their respective natural sugars, in which the endocyclic oxygen atom has been replaced by a gem-difluoromethylene group, were synthesized from D-mannose and D-galactose, using a rearrangement strategy.

PMID: 17559817 [PubMed - indexed for MEDLINE]