Ligand effects on dirhodium (II) carbene reactivities. Highly effective switching between competitive carbenoid transformations

…, MN Protopopova, WR Winchester, A Tran

Index: Padwa, Albert; Austin, David J.; Price, Alan T.; Semones, Mark A.; Doyle, Michael P.; Protopopova, Marina N.; Winchester, William R.; Tran, Andrea Journal of the American Chemical Society, 1993 , vol. 115, # 19 p. 8669 - 8680

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Citation Number: 243

Abstract

Abstract: Carboxylate and carboxamide ligands of dirhodium (I1) catalysts control chemoselectivity in competitive metal carbene transformations of diazo compounds. For competitive intramolecular cyclopropanation versus intramolecular aromatic substitution with l-diazo-3-aryl-5-hexen-2-ones, use of Rhz (0Ac) d results in the products from both transformations in nearly equal amounts, but dirhcdium (I1) perfluorobutyrate (Rhz (pfb) 4) ...