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Rhodium-Catalyzed Synthesis of α-Amido- and α-Carboxylic-β-Ketoesters

Søren Bertelsen, Martin Nielsen, Stephan Bachmann, Karl Anker Jørgensen*

*Danish National Research Foundation, Center for Catalysis, Department of Chemistry, Aarhus University, 8000 Aarhus C, Denmark, Email: kajchem.au.dk

S. Bertelsen, M. Nielsen, S. Bachmann, K. A. Jorgensen, Synthesis, 2005, 2234-2238.

DOI: 10.1055/s-2005-869952


Abstract

A rhodium-catalyzed N-H and O-H insertion of amides and carboxylic acids with α-diazo-β-ketoesters gives different α-amido- and α-carboxylic-β-ketoesters in good yields. The reactions were performed under mild conditions with 1 mol% of catalyst.

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Key Words

diazo compounds, insertions, rhodium, carboxylic acids, esters, amides


ID: J66-Y2005-1430