Literature DB >> 17559817

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

João Sardinha1, Samuel Guieu, Aurélie Deleuze, M Carmen Fernández-Alonso, Amelia Pilar Rauter, Pierre Sinaÿ, Jérôme Marrot, Jesús Jiménez-Barbero, Matthieu Sollogoub.   

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close congeners of their respective natural sugars, in which the endocyclic oxygen atom has been replaced by a gem-difluoromethylene group, were synthesized from D-mannose and D-galactose, using a rearrangement strategy.

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Year:  2007        PMID: 17559817     DOI: 10.1016/j.carres.2007.05.021

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  3 in total

1.  Synthesis of SL0101 carbasugar analogues: carbasugars via Pd-catalyzed cyclitolization and post-cyclitolization transformations.

Authors:  Mingde Shan; George A O'Doherty
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

2.  Synthesis of a new class of aminocyclitol analogues with the conduramine D-2 configuration.

Authors:  Latif Kelebekli; Yunus Kara; Murat Celik
Journal:  Beilstein J Org Chem       Date:  2010-02-15       Impact factor: 2.883

3.  Synthesis of a pseudodisaccharide α-C-glycosidically linked to an 8-alkylated guanine.

Authors:  Mu-Hua Huang; Jan Duchek; Andrea Vasella
Journal:  Molecules       Date:  2013-04-02       Impact factor: 4.411

  3 in total

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