ChemInform Abstract: Synthesis of 6-Deoxy and 3,6-Dideoxy Derivatives from Unprotected Glycosides Employing the Mitsunobu Reaction.
Abstract
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ChemInform Abstract
A novel and short approach for the regioselective thiofunctionalization of unprotected glycosides to furnish 6-thio (cf. (IV)) or 3,6-dithio glycosides (cf. (V)) employs the Mitsunobu reaction. Subsequent reductive desulfuration leads to the corresponding deoxy derivatives (7 examples in all). The scope of the reaction is studied with various mono- and disaccharide glycosides.
