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Updated: Jun 28, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Computational analysis on the dual reactivity of conjugated "ene-ene-yne" systems
Sean P McClintock1, Laura D Shirtcliff, Rainer Herges
1Department of Chemistry, University of Oregon, Eugene, Oregon 97403-1253, USA.
Abstract:
The design of new reactions that yield benzo-fused five- or six-membered rings arising from conjugated ene-ene-yne precursors was examined computationally. Inclusion of heteroatoms (particularly N) in the bond making position was shown to lower activation energies due to participation of the lone pair electrons in the cyclization reactions. By systematically varying the atomic configuration in the ene-ene-yne system, the influence of heteroatoms was used to identify optimal candidates for future experimental study.
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