John Joseph Rabasco

REACTIONS OF ETHYLIDENE DIACETATE : FORMATION OF N-VINYLAMIDE PRECURSORS ETHYLIDENE BISACETAMIDE AND ETHYLIDENE BISFORMAMIDE

Abstract Ethylidene diacetate ( EDA ) reacts with formamide or acetamide under stoichiometric base or catalytic Lewis acid conditions to afford the corresponding ethylidene bisamides and N-vinylamides. Sn(OAc) 2 afforded an overall 82.6% selectivity to the desired acetamide derivatives. Sn(OAc) 2 and Zn(OAc) 2 facilitate amide attack at the tertiary carbon of EDA .