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Synthesis of epoxycarbonyl pyrroline derivatives by cycloaddition of benzonitriliop-nitrophenyl-methanide toα,β-unsaturated epoxy ketones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The cycloaddition reaction of benzonitriliop-nitrophenylmethanide to α, β-unsaturated epoxy ketones gives a mixture of stereoisomeric epoxycarbonyl pyrrolines. Only one of the isomers was isolated as pure compound. The structure, stereo- and regiochemistry of the isolated products was established by NMR and NOE measurements as well as by mass spectral data.

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Authors
  1. A. M. Zvonok
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  2. V. Librando
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  3. E. B. Okaev
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  4. S. G. Mikhalyonok
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Additional information

Department of Organic Chemistry, Belarus State University of Technology, Minsk 220630, Belarus, Dipartimento di Scienze Chimiche, Universita, 95125, Catania, Italy. Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 630–633, May, 1998.

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Zvonok, A.M., Librando, V., Okaev, E.B. et al. Synthesis of epoxycarbonyl pyrroline derivatives by cycloaddition of benzonitriliop-nitrophenyl-methanide toα,β-unsaturated epoxy ketones. Chem Heterocycl Compd 34, 554–557 (1998). https://doi.org/10.1007/BF02290938

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  • DOI: https://doi.org/10.1007/BF02290938

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