A set of Pd‐catalyzed ortho‐directedC—H glycosylation reactions with glycosyl chloride donors using various N‐linked bidentate auxiliaries has been developed for synthesis of C‐aryl glycosides. A broad range of pyranose and furanose moieties can be installed on the ortho position of arylamine, carbazole, indole and benzylamine type substrates in high yield and with high regio‐ and diastereoselectivity