OUVERTURE PAR HF-PYRIDINE D'AZIRIDINES TRICYCLIQUES III. COMPARAISON ENTRE LA REACTIVITE DES AZIRIDINES ET CELLE DES OXIRANES

Article abstract of DOI:10.1016/S0022-1139(00)80383-8

The ring opening of 3-aza 1,8,8-trimethyl tricyclo<5.2.1.0^2.4>octane isomers by HF-pyridine has been studied.A series of γ-fluoroamines and non fluorinated amines, isomers of the starting aziridines, was obtained.No β-fluoroamines were isolated.The structures of diastereoisomeric amines, established by ¹H and ¹⁹F NMR, show product structure dependence upon the exo-endo aziridine configuration.A comparison between aziridine reactivity and oxirane one is done.