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Russian Chemical Bulletin

, Volume 61, Issue 4, pp 871–876 | Cite as

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

  • A. P. Molchanov
  • T. Q. Tran
  • R. R. Kostikov
Full Articles

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.

Key words

nitrones arylpropenones cycloaddition isoxazolidines diastereoselectivity 

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Copyright information

© Springer Science+Business Media New York 2012

Authors and Affiliations

  • A. P. Molchanov
    • 1
  • T. Q. Tran
    • 1
  • R. R. Kostikov
    • 1
  1. 1.Saint Petersburg State UniversitySaint PetersburgRussian Federation

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