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close congeners of their respective natural sugars, in which the endocyclic oxygen atom has been replaced by a gem-difluoromethylene group, were synthesize...

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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
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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close congeners of their respective natural sugars, in which the endocyclic oxygen atom has been replaced by a gem-difluoromethylene group, were synthesized from d-mannose and d-galactose, using a rearrangement strategy.
AbstractList 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close congeners of their respective natural sugars, in which the endocyclic oxygen atom has been replaced by a gem-difluoromethylene group, were synthesized from d-mannose and d-galactose, using a rearrangement strategy.
Author Guieu, Samuel
Sinaÿ, Pierre
Deleuze, Aurélie
Marrot, Jérôme
Rauter, Amelia Pilar
Jiménez-Barbero, Jesús
Sollogoub, Matthieu
Fernández-Alonso, M. Carmen
Sardinha, João
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  givenname: M. Carmen
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  givenname: Matthieu
  surname: Sollogoub
  fullname: Sollogoub, Matthieu
  email: matthieu.sollogoub@upmc.fr
  organization: Université Pierre et Marie Curie-Paris 6, Institut de Chimie Moléculaire (FR 2769), ENS, UMR CNRS 8642, 75005 Paris, France
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Issue 12-13
Keywords Inositol
Fluorine
Carbasugars
Mimics
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Snippet 5a-Difluoro-5a-carbamannopyranose (gem-difluoro-carbamannopyranose) and 5a-difluoro-5a-carbagalactopyranose (gem-difluoro-carbagalactopyranose), close...
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SubjectTerms Carbasugars
Carbohydrate Conformation
Fluorine
Fluorine - chemistry
Galactose - analogs & derivatives
Galactose - chemistry
Indicators and Reagents
Inositol
Mannose - analogs & derivatives
Mannose - chemistry
Mimics
Models, Molecular
Title gem-Difluoro-carbasugars, the cases of mannopyranose and galactopyranose
URI https://dx.doi.org/10.1016/j.carres.2007.05.021
https://www.ncbi.nlm.nih.gov/pubmed/17559817
https://search.proquest.com/docview/70703413
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