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

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. We report a site-selective Pd( ii )-catalyzed C-H activation of 2,3-enopyranosides using an oxyacetamide directing group, synthesizing a variety of C-2 aryl sugars. This methodology was further applied to O / S glycosylation, enabling the regio- and stereoselective formation of 1,2-disubstituted sugars.