Highly stereoselective glycosyl-chloride-mediated synthesis of 2-deoxyglucosides

Abstract

Cl intermediates: The glycosylation of per-O-benzylated 2-deoxy- and 2,6-dideoxythioglycosides, promoted by the combination of para-toluenesulfenyl chloride (p-TolSCl) and silver triflate (AgOTf), furnished the products in high yields and high stereoselectivity. The glycosyl chloride was the intermediate (see scheme).