Stereoselective synthesis of C-glycosides via Tebbe methylenation and Claisen rearrangement

A variety of β-C-glycosides may be readily accessed in a stereoselective fashion from 3-OH glycal esters, via the use of Tebbe methylenation and subsequent thermal Claisen rearrangement. The use of carbohydrate ester substrates allows the formation of β(1→6) linked C-disaccharides.