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Highly Enantioselective Direct Organocatalytic α-Chlorination of Ketones

Authors

  • Mauro Marigo,

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

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

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

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

    1. The Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University, 8000 Aarhus C, Denmark, Fax: (+45) 8919-6199
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  • This work was supported by a grant from The Danish National Research Foundation and by the EU (grant HMPT-CT-2001-00317 for M.M.)

Abstract

original image

EinC2-symmetrisches Diamin als Organokatalysator ermöglicht die asymmetrische α-Chlorierung einfacher Ketone (z. B. Cyclohexanon, Diethylketon). Die optisch aktiven α-Chlorketone entstehen mit N-Chlorsuccinimid (NCS) als Chlorquelle in ausgezeichneten Enantioselektivitäten (siehe Schema). Diese Produkte sind von großem Nutzen, vor allem in der pharmazeutischen Synthesechemie.

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