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Synthesis and Properties of Azoles and Their Derivatives. 52. Periselectivity of [2+3] Cycloaddition of Nitrones to trans-β-Cyanonitroethylene in the Light of FMO Theory

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Abstract

[2+3] Cycloaddition reaction of nitrones with trans-β-cyanonitroethylene may theoretically lead to regioisomeric nitroisoxazolidines and isomeric oxadiazoles. However, 4- and 5-nitroisoxazolidines were really obtained as only reaction products. Periselectivity of this reaction is rationalized in terms of the FMO theory.

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Authors and Affiliations

  1. Institute of Organic Chemistry and Technology, Cracow University of Technology, 31-155, Cracow, Poland

    R. Jasinski, A. Ciezkowska & A. Baranski

Authors
  1. R. Jasinski
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  2. A. Ciezkowska
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  3. A. Baranski
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Jasinski, R., Ciezkowska, A. & Baranski, A. Synthesis and Properties of Azoles and Their Derivatives. 52. Periselectivity of [2+3] Cycloaddition of Nitrones to trans-β-Cyanonitroethylene in the Light of FMO Theory. Chemistry of Heterocyclic Compounds 40, 203–205 (2004). https://doi.org/10.1023/B:COHC.0000027892.68786.a5

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  • DOI: https://doi.org/10.1023/B:COHC.0000027892.68786.a5

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