Gold(I)-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals.J Am Chem Soc. 2017 10 11; 139(40):14041-14044.JA
Au(I) in combination with AgOTf enables the unprecedented direct and α-stereoselective catalytic synthesis of deoxyglycosides from glycals. Mechanistic investigations suggest that the reaction proceeds via Au(I)-catalyzed hydrofunctionalization of the enol ether glycoside. The room temperature reaction is high yielding and amenable to a wide range of glycal donors and OH nucleophiles.