Efficient Activation of Glycosyl N-(Phenyl)trifluoroacetimidate Donors with Ytterbium(III) Triflate in the Glycosylation Reaction.

Abstract The mild, moisture-stable and cheap catalyst Yb(OTf) 3 activates glycosyl N -(phenyl)trifluoroacetimidates in the stereoselective synthesis of 1,2- trans and 1,2- cis glycosides. A suitable choice of the reaction solvent led to good yields and stereoselectivity ratios. The protocol was successfully applied to acceptors and donors both exhibiting a wide range of reactivity.