Journal of Organic Chemistry p. 3979 - 3982 (1985)
Update date:2022-08-04
Topics:
Rosenberg, Saul H.
Rapoport, Henry
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.
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Doi:10.1021/jo00223a051
(1985)Doi:10.3184/174751917X14859570937677
(2017)Doi:10.1016/0040-4020(95)00783-5
(1995)Doi:10.1021/ja01483a033
(1961)Doi:10.1021/jo00225a107
(1985)Doi:10.1016/0008-6215(85)85117-X
(1985)
