Published in
Elsevier, Carbohydrate Research, 12-13(342), p. 1689-1703
DOI: 10.1016/j.carres.2007.05.021
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gem-Difluoro-carbasugars, the cases of mannopyranose and galactopyranose
Journal article published in 2007 by
João Sardinha,
Samuel Guieu 
,
Aurélie Deleuze,
M. Carmen Fernández Alonso,
M. Carmen Fernández-Alonso,
Amelia Pilar Rauter,
Pierre Sinaÿ,
Jérôme Marrot,
Jesús Jiménez-Barbero ,
Matthieu Sollogoub
,
Aurélie Deleuze,
M. Carmen Fernández Alonso,
M. Carmen Fernández-Alonso,
Amelia Pilar Rauter,
Pierre Sinaÿ,
Jérôme Marrot,
Jesús Jiménez-Barbero ,
Matthieu Sollogoub
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Abstract
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close congeners of their respective natural sugars, in which the endocyclic oxygen atom has been replaced by a gem-difluoromethylene group, were synthesized from D-mannose and D-galactose, using a rearrangement strategy.