Total Synthesis of Cordyceps militaris Glycans via Stereoselective Orthogonal One-Pot Glycosylation and α-Glycosylation Strategies.

Cordyceps militaris glycans with potent antioxidant activities have been efficiently and collectively synthesized. The synthetic approach features the following: (1) a stereoselective orthogonal one-pot glycosylation strategy for both 1,2- trans - and 1,2- cis -glycosidic linkages; (2) a merged reagent modulation and remote anchimeric assistance (RMRAA) α-glucosylation strategy; (3) DMF-modulated α-glucosylation; (4) convergent [3 + 4 + 6] orthogonal one-pot assembly of the target tridecasaccharide.