Catalyst-Controlled Chemodivergent [3+3] and [3+2] Formal Cycloadditions of Azomethine Ylides with Diphenylcyclopropenone

Dedicated to Prof. Joan Bosch on the occasion of his retirement

Abstract

Chemodivergent cycloadditions of azomethine ylides with diphenylcyclopropenone involving either Cu-catalyzed [3+3] or Ag-catalyzed [3+2] processes have been developed. These transformations provide a highly efficient method for the preparation of a variety of aromatic substituted dihydropyridinones and dihydropyrrolones with excellent regio and diasteroselectivities.

Key words

chemodivergent reactions - [3+3] and [3+2] cycloadditions - azomethine ylide - cyclopropenone

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