Recently, the Niu group reported a stereoselective approach for the
preparation of aryl C-glycosides through a reductive cross-coupling of
glycosyl chlorides and aryl bromides, induced by photoredox/nickel
catalyst (Scheme 8). [18] The reaction exhibits a
wide scope of glycosyl halides and aryl bromides, producing desired
products in moderate yields and with high 1,2-trans-selectivities. The
configuration of glycosyl chloride coupling partners appears to have
little effect on the stereochemistry of the products. Notably,
Scheme 8 Nickel-catalyzed synthesis of aryl C-glycosides using
glycosyl chloride as donors