98217-46-0Relevant academic research and scientific papers
Intramolecular Michael Reactions. Addition to the α-Carbon of Ynamides
Rosenberg, Saul H.,Rapoport, Henry
, p. 3979 - 3982 (2007/10/02)
A number of substituted cinnamamides were synthesized to determine the feasibility of preparing 4-arylnipecotate derivatives via an intramolecular Michael reaction.With these substrates, β-elimination of the cinnamamide residue was the dominant reaction. 3-Phenylpropynamide substrates, however, underwent an unusual "anti-Michael" addition to the α-carbon of the acetylene to produce pyrrolidinones, whose structures were confirmed by independent synthesis.
