Palladium-Catalyzed Cross-Coupling of 2-Iodoglycals with N-Tosylhydrazones: Access to 2-C-Branched Glycoconjugates and Oxadecalins.

A convenient and straightforward synthesis of diverse 2-C-alkenyl-glycosides through a palladium-catalyzed cross-coupling reaction between 2-iodoglycals and N-tosylhydrazones has been developed. Further transformation of 2-C-branched sugars by Diels-Alder reactions provided oxadecalins in good yields.