Russian Journal of Organic Chemistry

, Volume 39, Issue 9, pp 1338–1345 | Cite as

Stereoselectivity in the Addition of 1,3-Dipolarophiles to 6-Aryl-1,5-diazabicyclo[3.1.0]hexanes

  • A. P. Molchanov
  • D. I. Sipkin
  • Yu. B. Koptelov
  • J. Kopf
  • R. R. Kostikov
Article

Abstract

Thermolysis of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in the presence of N-arylmaleimides having a substituent in the ortho position of the aromatic ring leads to predominant formation of the corresponding trans-9-arylperhydropyrazolo[1,2-a]pyrrolo[3,4-c]pyrazole-1,3-diones. 6-Aryl-1,5-diazabicyclo[3.1.0]hexanes react with fumaric acid derivatives in a stereoselective fashion, affording perhydropyrazolo[1,2-a]pyrazoles with a trans,trans configuration.

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Copyright information

© MAIK “Nauka/Interperiodica” 2003

Authors and Affiliations

  • A. P. Molchanov
    • 1
  • D. I. Sipkin
    • 1
  • Yu. B. Koptelov
    • 1
  • J. Kopf
    • 2
  • R. R. Kostikov
    • 1
  1. 1.St. Petersburg State UniversitySt. PetersburgRussia
  2. 2.Institut füur Anorganische ChemieHamburgGermany

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