Article Dans Une Revue Journal of Organic Chemistry Année : 2017

Tunable approach for the stereoselective synthesis of 1- C -diethylphosphono(difluoromethyl) iminosugars as glycosyl phosphate mimics

Résumé

An efficient methodology for the stereoselective and tunable addition of LiCF$_2$P(O)(OEt)$_2$ and BrMgCF$_2$P(O)(OEt)$_2$ reagents 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.

Domaines

Fichier principal
Vignette du fichier
GlycoPM_JOC_COM_corrCN-OM.pdf (1.05 Mo) Télécharger le fichier
Origine Fichiers produits par l'(les) auteur(s)
Licence

Dates et versions

hal-04694807 , version 1 (11-09-2024)

Licence

Identifiants

Citer

Chloé Cocaud, Cyril Nicolas, Thomas Poisson, Xavier Pannecoucke, Claude Y Legault, et al.. Tunable approach for the stereoselective synthesis of 1- C -diethylphosphono(difluoromethyl) iminosugars as glycosyl phosphate mimics. Journal of Organic Chemistry, 2017, 82 (5), pp.2753-2763. ⟨10.1021/acs.joc.6b03071⟩. ⟨hal-04694807⟩
89 Consultations
164 Téléchargements

Altmetric

Partager

  • More