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Preparative separations and racemizations of enantiomeric diaziridines

Preparative separations or enrichments of enantiomers of diaziridines 1, 2 and 5 were achived by liquid chromatography on triacetylcellulose. (+)-1 and (+)-2 being isolated almost pure (Table 1). Enantiomeric purities were determined by 1H NMR in the presence of the optically active auxiliary compund (+)-Eu(hfbc)3. The barriers to nitrogen inversion in 1 and 4 were determined and its lower limit in the nitrogen unsubstituted diaziridine 3 was estimated.

diaziridines ; preparative separations of enantiomers ; liquid chromatography on triacetylcellulose ; the barriers to nitrogen inversion

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