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

Version 1

      Publication Details (including relevant citation   information):

      Russ.   J. Org. Chem. (Eng. Transl.), 2005,   41, 194-203

      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.

      Address (URL): http://www.springerlink.com/content/vu6h025247h361w5/