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Diastereoselective 1,3-dipolar cycloaddition of C,N-diaryl- and C-amido-N-arylnitrones to arylpropenones

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Abstract

C,N-diarylnitrones and C-amido-N-arylnitrones add diastereoselectively to the substituted arylpropenones to give the substituted isoxazolidine possessing 3RS,4SR,5SR configuration. Replacement of the aryl groups either in the position 3 of chalcone or at the nitrogen atom of nitrone by the methyl group decreased the rate of cycloaddition.

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Authors and Affiliations

  1. Saint Petersburg State University, 26 Universitetsky prosp., 198504, Saint Petersburg, Russian Federation

    A. P. Molchanov, T. Q. Tran & R. R. Kostikov

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  1. A. P. Molchanov
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  2. T. Q. Tran
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  3. R. R. Kostikov
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Correspondence to R. R. Kostikov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 0868–0872, April, 2012.

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Molchanov, A.P., Tran, T.Q. & Kostikov, R.R. Diastereoselective 1,3-dipolar cycloaddition of C,N-diaryl- and C-amido-N-arylnitrones to arylpropenones. Russ Chem Bull 61, 871–876 (2012). https://doi.org/10.1007/s11172-012-0122-6

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  • DOI: https://doi.org/10.1007/s11172-012-0122-6

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