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Catalytic, Highly Enantioselective, Direct Amination of β-Ketoesters

Authors

  • Mauro Marigo,

    1. The Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark, Fax: (+45) 8919-6199
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  • Karsten Juhl Dr.,

    1. The Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark, Fax: (+45) 8919-6199
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  • Karl Anker Jørgensen Dr.

    1. The Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark, Fax: (+45) 8919-6199
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  • This work was made possible by a grant from The Danish National Research Foundation and the EU: HMPT-CT-2001-00317. We are grateful to Dr. R. G. Hazell for X-ray crystallographic analysis.

Abstract

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Optisch aktive α-Aminosäure-Derivate sind durch direkte α-Aminierung α-substituierter β-Ketoester 1 unter Katalyse chiraler CuII-Bisoxazolin(BOX)-Komplexe zugänglich. Die Reaktion verläuft mit Dibenzylazodicarboxylat in Gegenwart von nur 2 Mol-% des Katalysators und ergibt die gewünschten Produkte 2 in hohen Ausbeuten und sehr guten Enantioselektivitäten (bis zu 99 % ee).

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