title: Tunable Approach for the Stereoselective Synthesis of 1-C-Diethylphosphono(difluoromethyl) Iminosugars as Glycosyl Phosphate Mimics.
abstract: An efficient methodology for the stereoselective and tunable addition of LiCF2P(O)(OEt)2and BrMgCF2P(O)(OEt)2reagents to N-t-butanesulfinyl glycosylamines is described with details on the stereochemical effects at play in this process. It provides a practical route to various 1-C-diethylphosphono(difluoromethyl) iminosugars as glycosyl phosphate and sugar nucleotide mimics.
authors.affiliation: Institut de Chimie Organique et Analytique, UMR 7311, Université d'Orléans et CNRS , Rue de Chartres, BP 6759, 45067 Orléans cedex 2, France.
authors.forename: Chloé
authors.initials: C
authors.lastname: Cocaud
authors.affiliation: Institut de Chimie Organique et Analytique, UMR 7311, Université d'Orléans et CNRS , Rue de Chartres, BP 6759, 45067 Orléans cedex 2, France.
authors.forename: Cyril
authors.initials: C
authors.lastname: Nicolas
authors.affiliation: Normandie Université, COBRA, UMR 6014 et FR 3038, Université de Rouen; INSA Rouen; CNRS , 1 rue Tesnière, 76821 Mont Saint-Aignan Cedex, France.
authors.forename: Thomas
authors.identifier: 0000-0002-0503-9620
authors.initials: T
authors.lastname: Poisson
authors.affiliation: Normandie Université, COBRA, UMR 6014 et FR 3038, Université de Rouen; INSA Rouen; CNRS , 1 rue Tesnière, 76821 Mont Saint-Aignan Cedex, France.
authors.forename: Xavier
authors.initials: X
authors.lastname: Pannecoucke
authors.affiliation: Department of Chemistry, Centre in Green Chemistry and Catalysis, University of Sherbrooke , 2500 boul. de l'Université, Sherbrooke, Québec J1K 2R1, Canada.
authors.forename: Claude Y
authors.identifier: 0000-0002-0730-0263
authors.initials: CY
authors.lastname: Legault
authors.affiliation: Institut de Chimie Organique et Analytique, UMR 7311, Université d'Orléans et CNRS , Rue de Chartres, BP 6759, 45067 Orléans cedex 2, France.
authors.forename: Olivier R
authors.initials: OR
authors.lastname: Martin