The occurrence of 2'-deoxydisaccharides as structural units of a number of biologically important natural products explains the efforts involved in their synthesis.1The majority of the reported procedures is based on addition reactions to glycals leading to 2-deoxyglycosyl donors which can be directly condensed with sugar aglycones yielding 2'-deoxydisaccharides or to glycosylating reagents with a “cryptodeoxy” function, which is removed under mild conditions after the formation of the glycosidic linkage. The main disadvantage of 2-deoxyglycosyl donors such as 2-deoxyglycosyl halides, is their chemical and configurational instability.