Tetrahedron Letters p. 4953 - 4956 (1997)
Update date:2022-08-11
Topics:
Rabasco, John J.
Waller, Francis J.
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.
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