Aziridines saturées et insaturées. Synthèses par réduction de cyclohexénones oximes et études spectroscopiques

The reduction of several cyclohexenone oximes using lithium aluminum hydride and sodium dihydrobis-(2-methoxyethoxy)aluminate yields saturated and unsaturated aziridines with a 7-azabicyclo[4.1.0]heptane skeleton and cyclohex-2-ene amines. The use of oximes of E and/or Z configuration demonstrates t...

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Veröffentlicht in:Canadian journal of chemistry 1975-11, Vol.53 (21), p.3227-3239
Hauptverfasser: Ferrero, Louis, Geribaldi, Serge, Rouillard, Michel, Azzaro, Marcel
Format: Artikel
Sprache:eng
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Zusammenfassung:The reduction of several cyclohexenone oximes using lithium aluminum hydride and sodium dihydrobis-(2-methoxyethoxy)aluminate yields saturated and unsaturated aziridines with a 7-azabicyclo[4.1.0]heptane skeleton and cyclohex-2-ene amines. The use of oximes of E and/or Z configuration demonstrates the regioselectivity of the reduction and allows us to propose reaction schemes explaining the formation of the different types of products.
ISSN:0008-4042
1480-3291
DOI:10.1139/v75-460