Room-Temperature Pd-Catalyzed Synthesis of 1-(Hetero)aryl Selenoglycosides
Mingxiang Zhu, Mouâd Alami, Samir Messaoudi
Abstract
A general protocol for functionalization of an anomeric selonate anion at room temperature has been reported. By using the PdG3 XantPhos catalyst, the cross-coupling between the in situ-generated glycosyl selenolate and a broad range of (hetero)aryl and alkenyl iodides furnished a series of functionalized selenoglycosides in excellent yields with perfect control of the anomeric configuration.
Topics & Concepts
XantphosChemistryAnomerArylCatalysisSurface modificationGlycosylCombinatorial chemistryStereochemistryPolymer chemistryOrganic chemistryPalladiumAlkylPhysical chemistryCarbohydrate Chemistry and SynthesisEnzyme Catalysis and ImmobilizationOrganoselenium and organotellurium chemistry