Diastereoselective Synthesis of 1-Aryl-2-Amino-Cyclopropane Carboxylates

Trude Melby, Rachael Anne Hughes, Tore Hansen*

*Department of Chemistry, University of Oslo, Sem Sælands vei 26, 0315 Oslo, Norway, Email: torehanskjemi.uio.no

T. Melby, R. A. Hughes, T. Hansen, Synlett, 2007, 2277-2279.

DOI: 10.1055/s-2007-985587

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Abstract

Methyl 1-aryl-2-amino-cyclopropane carboxylates have been readily synthesized in high yields by Rh-catalyzed decomposition of aryldiazoacetates in the presence of N-vinylphthalimide. The reaction is highly trans-selective.

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Key Words

cyclopropanation, diastereoselective, rhodium, diazo­acetates, amino-cyclopropanes

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ID: J60-Y2007-3000