Abstract

Carboxylate and carboxamide ligands of dirhodium(II) catalysts control chemoselectivity in competitive metal carbene transformations of diazo compounds. For competitive intramolecular cyclopropanation versus intramolecular aromatic substitution with 1-diazo-3-aryl-5-hexen-2-ones, use of Rh 2 (OAc) 4 results in the products from both transformations in nearly equal amounts, but dirhodium(II) perfluorobutyrate (Rh 2 (pfb) 4 ) provides only the aromatic substitution product while dirhodium(II) caprolactamate (Rh 2 (cap) 4 ) gives only the cyclopropanation product

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