Nickel and Chiral Phosphoric Acid Cocatalysis Enables Synthesis of -Acyl Glycosides.

We disclosed a Ni/CPA cocatalyzed protocol to access diverse -acyl glycosides under mild conditions with broad functional group compatibility through the coupling of readily available glycosyl bromides and carboxylic esters. The potential application of the methodology was demonstrated by the -acyl glycosylation of bioactive molecules and the transformation of products to a variety of value-added molecules. Mechanistic studies revealed that CPA might serve as a bifunctional H-bond catalyst to activate carboxylic esters and nickel catalyst.