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Russian Journal of Organic Chemistry

, Volume 41, Issue 2, pp 194–203 | Cite as

Dipolar Cycloaddition of Carbonyl Ylides Generated from Methyl cis-2-Diazoacetyl-1-cyclopropanecarboxylates

  • A. P. Molchanov
  • V. V. Diev
  • J. Kopf
  • R.R. Kostikov
Article

Abstract

Carbonyl ylide generated from methyl cis-3-diazoacetyl-2,2-diphenyl-1-cyclopropanecarboxylate in the presence of Rh2(OAc)4 when brought into reaction of 1,3-dipolar cycloadditionя with N-arylmaleimides afforded substituted 4-aryl-7-methoxy-9,9-diphenyl-12-oxa-4-azatetracyclo-[5.4.1.02,6.08,10]dodecene-3,5,11-triones. Concurrent processes resulted in formation of cycloheptatrienes, hydroxyacetylcyclopropanecarboxylates, and benzophenone. Carbonyl ylide generated from methyl cis-2-diazoacetyl-1-cyclopropanecarboxylate in the same reaction gave rise to exo- and endo-4-aryl-7-methoxy-12-oxa-4-azatetracyclo[5.4.1.02,6.08,10] dodecene-3,5,11-triones.

Keywords

Methyl Organic Chemistry Carbonyl Benzophenone Triones 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© MAIK “Nauka/Interperiodica” 2005

Authors and Affiliations

  • A. P. Molchanov
    • 1
  • V. V. Diev
    • 1
  • J. Kopf
    • 2
  • R.R. Kostikov
    • 1
  1. 1.St. Petersburg State UniversitySt. PetersburgRussia
  2. 2.Institut fur Anorganische ChemieHamburgGermany

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