Epoxy-epimination of cyclic conjugated dienes - VII. Cycloaddition of nitroso-halogenobenzenes to cyclopentadiene followed by rearrangement to epoxy-epimino- and γ-δ-epiminopentadienal derivatives via N-O and C-C bond breaking

DOI: 10.1016/S0040-4020(01)96173-3

Source and publish data:

Tetrahedron p. 8323 - 8330 (1991)

Update date:2022-08-16

Topics:

Authors:

Rouselle

Francotte

Feneau-Dupont

Tinant Tinant

Declercq

Viehe Viehe

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Article abstract of DOI:10.1016/S0040-4020(01)96173-3

[4 + 2] Cycloaddition of halogenated nitroso benzenes to cyclopentadiene followed by isomerisation of the intermediated 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.

Full text of DOI:10.1016/S0040-4020(01)96173-3

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