Anomeric oxyacetamide assisted site-selective C-2 arylation and its application in O/S glycosylation of 2,3 eno-pyranoside

Abstract

Herein we developed a palladium-catalyzed coupling of 2,3-enopyranose with arylboronic acid using a removable oxyacetamide directing group, which provides an efficient method for the synthesis of C-2 aryl sugars. The synthesized products were subsequently utilized as glycosyl donors in O/S glycosylation, enabling regio- and stereoselective production of 1,2-disubstituted branched sugars.