The recent development of stereoselective glycosylations has helped pave the way towards the synthesis of both glycoconjugates and oligosaccharides alike. A notable linkage of such a species is the elusive 1,2-cis linkage, specifically the 1,2-cis linkage in the β-mannose series. These reactions are sensitive to the functionality at the 3-position. In particular, it has been found that the 3-deoxy series gives little to no selectivity. In this presentation we address the limitation through the synthesis of a variety of 3-deoxy-3-thio-substituted mannosyl donors followed by desulfurization. The effects of the different substituents at sulfur on stereoselectivity will be disucssed, as will applications towards biologically relavant oligosaccharides.