125686-02-4Relevant academic research and scientific papers
(E)- and (Z)-Enols of β-Ketocarboxylic Acid Amides
Wengenroth, Horst,Meier, Herbert
, p. 1403 - 1409 (2007/10/02)
Reaction of dimesitoyldiazomethane (1) with ammonia (3a), primary and secondary amines (3b-o and 3p-v, respectively) leads to the completely enolized amides 4a-v.Besides the chelated Z configuration the unusual E isomer exists in the most cases, too.The Z/E distribution in the equilibrium depends on the steric and electronic effects present in the amide group CONR2R3 and on the solvent.
