Synthesis of aryl enopyranones directly from glycals and aromatic halides to access 2-deoxy-β-C-aryl glycosides

An efficient synthesis of aryl enopyranones via an oxidative Heck-type coupling reaction between ether protected d/l-glycals and different aryl halides is developed. This one-step method attaches an aryl group at the C-1 position keeping the C-1/C-2 double bond intact via the Saegusa-Ito type oxidation, thus facilitating the synthesis of medicinally important 2-deoxy-beta-aryl-C-glycosides after Pd/C reduction. An efficient synthesis of aryl enopyranones via an oxidative Heck-type coupling reaction between ether protected d/l-glycals and different aryl halides is developed. The synthesized aryl enopyranones were further transformed into medicinally important 2-deoxy-beta-aryl-C-glycosides.