Epoxy-epimination of Cyclic Conjugated Dienes .7. Cycloaddition of Nitroso-halogenobenzenes To Cyclopentadiene Followed By Rearrangement To Epoxy-epimino-pentadienal and Gamma-delta-epimino-pentadienal Derivatives Via N-o and C-c Bond Breaking

Rousselle, D.;Francotte, E.;Feneau-Dupont, J.;Tinant, Bernard;Viehe, HG.;et.al.
(1991) Tetrahedron — Vol. 47, n° 39, p. 8323-8330 (1991)

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Authors
  • Rousselle, D.
    Author
  • Francotte, E.
    Author
  • Feneau-Dupont, J.UCLouvain
    Author
  • Tinant, BernardUCLouvain
    Author
  • Declercq, Jean-PaulUCLouvain
    Author
  • Viehe, HG.
    Author
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Abstract
[4+2] Cycloaddition of halogenated nitroso benzenes to cyclopentadiene followed by isomerisation of the intermediate adduct occurs already at room temperature to furnish the epoxy-epimine 1 and the epiminopentadienal 2. The structure proof of 1 is based on X-ray analysis.
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Rousselle, D., Francotte, E., Feneau-Dupont, J., Tinant, B., Declercq, J.-P., & Viehe, HG. (1991). Epoxy-epimination of Cyclic Conjugated Dienes .7. Cycloaddition of Nitroso-halogenobenzenes To Cyclopentadiene Followed By Rearrangement To Epoxy-epimino-pentadienal and Gamma-delta-epimino-pentadienal Derivatives Via N-o and C-c Bond Breaking. Tetrahedron, 47(39), 8323-8330. https://doi.org/10.1016/S0040-4020(01)96173-3 (Original work published 1991)