Functionalization of GlucoPyranosides at position 5 by 1,5 C–H insertion of Rh(II)-Carbenes: Dramatic influence of the anomeric configuration - Normandie Université Access content directly
Journal Articles Carbohydrate Research Year : 2019

Functionalization of GlucoPyranosides at position 5 by 1,5 C–H insertion of Rh(II)-Carbenes: Dramatic influence of the anomeric configuration

Abstract

Herein, a C–H bond functionalization approach is reported as a new route towards non-natural glycosides having a quaternary position 5. The development of this transformation furthermore reveals that insertion of Rh(II)-carbenes into the C5–H bond is controlled by remote stereoelectronic effects induced by the axial or equatorial orientation of the aglycone.
Fichier principal
Vignette du fichier
S0008621519305646.pdf (352.56 Ko) Télécharger le fichier
Origin : Files produced by the author(s)

Dates and versions

hal-02548495 , version 1 (21-12-2021)

Licence

Attribution - NonCommercial

Identifiers

Cite

Jana Hammoud, Antoine Joosten, Thomas Lecourt. Functionalization of GlucoPyranosides at position 5 by 1,5 C–H insertion of Rh(II)-Carbenes: Dramatic influence of the anomeric configuration. Carbohydrate Research, 2019, 486, pp.107834. ⟨10.1016/j.carres.2019.107834⟩. ⟨hal-02548495⟩
26 View
41 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More