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Dipolar cycloaddition of N-aryl-C-(2,2-dichloro-1-phenylcyclopropyl)nitrones to N-arylmaleimides

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Abstract

1,3-Dipolar cycloaddition of N-aryl-C-(2,2-dichloro-1-phenylcyclopropyl)nitrones to N-arylmaleimides stereoselectively gives substituted pyrrolo[3,4-d]isoxazolidines as mixtures of two diastereoisomers differing by configuration at the C1′ atom of the cyclopropane ring in the substituent on C3. Substituents in the aromatic rings of the initial nitrone and maleimide do not affect the stereochemistry of the process.

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Authors and Affiliations

  1. St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504, Russia

    A. P. Molchanov, P. S. Sorokoumov & R. R. Kostikov

  2. Institut für Anorganische Chemie, Martin-Luter-King Platz 6, Hamburg, D-20146, Germany

    J. Kopf

Authors
  1. A. P. Molchanov
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  2. P. S. Sorokoumov
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  3. J. Kopf
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  4. R. R. Kostikov
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Correspondence to A. P. Molchanov.

Additional information

Original Russian Text © A.P. Molchanov, P.S. Sorokoumov, J. Kopf, R.R. Kostikov, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 1, pp. 69–76.

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Molchanov, A.P., Sorokoumov, P.S., Kopf, J. et al. Dipolar cycloaddition of N-aryl-C-(2,2-dichloro-1-phenylcyclopropyl)nitrones to N-arylmaleimides. Russ J Org Chem 47, 66–73 (2011). https://doi.org/10.1134/S1070428011010076

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  • DOI: https://doi.org/10.1134/S1070428011010076

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