The First Tricyclic Diaziridines—a Simple Synthetic Route

Authors

  • Dr. Sergej N. Denisenko,

    1. Fachbereich Chemie-Organische Chemie I-der Universität, Postfach 2503, D-2900 Oldenburg (FRG)
    Current affiliation:
    1. Division of TOONS, Department of Chemical Technology, Prospect Gagarina 8, SU-320640 Dnepropetrovsk (USSR)
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  • Dipl.-Chem. Eva Pasch,

    1. Fachbereich Chemie-Organische Chemie I-der Universität, Postfach 2503, D-2900 Oldenburg (FRG)
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  • Prof. Dr. Gerd Kaupp

    Corresponding author
    1. Fachbereich Chemie-Organische Chemie I-der Universität, Postfach 2503, D-2900 Oldenburg (FRG)
    • Fachbereich Chemie-Organische Chemie I-der Universität, Postfach 2503, D-2900 Oldenburg (FRG)
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  • This work was supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemischen Industrie, the Bundesminister für Forschung und Technologic (Project 10 IVS325) and by a DAAD grant (1988–1989) for S.N.D.

Abstract

original image

The tricyclic diaziridines 1(n = 1, 2) are accessible in only two steps from simple lactams. In view of the abnormal calculated (AM1) bond angle at the quaternary carbon, their stability is remarkable : however, they can be easily transformed into bicyclic protonated azomethine imines.

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