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

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close congeners of their respective natural sugars, in which the endocyclic oxygen atom has been replaced by a gem-difluoromethylene group, were synthesize...

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Bibliographic Details
Published in:	Carbohydrate research Vol. 342; no. 12-13; pp. 1689 - 1703
Main Authors:	Sardinha, João, Guieu, Samuel, Deleuze, Aurélie, Fernández-Alonso, M. Carmen, Rauter, Amelia Pilar, Sinaÿ, Pierre, Marrot, Jérôme, Jiménez-Barbero, Jesús, Sollogoub, Matthieu
Format:	Journal Article
Language:	English
Published:	Netherlands Elsevier Ltd 03-09-2007
Subjects:	Carbasugars Carbohydrate Conformation Fluorine Fluorine - chemistry Galactose - analogs & derivatives Galactose - chemistry Indicators and Reagents Inositol Mannose - analogs & derivatives Mannose - chemistry Mimics Models, Molecular Inositol Fluorine Carbasugars Mimics
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Summary:	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close congeners of their respective natural sugars, in which the endocyclic oxygen atom has been replaced by a gem-difluoromethylene group, were synthesized from d-mannose and d-galactose, using a rearrangement strategy.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0008-6215 1873-426X
DOI:	10.1016/j.carres.2007.05.021