Stereoselective Michael Addition of Carbonyl Compounds to ( E )-β-Nitrostyrene Catalysed by N -Toluensulfonyl-l -proline Amide in Ionic Liquids |
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Authors: | Mária Meiarová Katarína Hubinská tefan Toma Burkhard Koch and Albrecht Berkessel |
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Institution: | (1) Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Bratislava, Slovak Republic;(2) Institut für Organische Chemie der Universit?t zu K?ln, K?ln, Germany |
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Abstract: | Summary.
N-Toluensulfonyl-l-prolin amide was tested as catalyst in the enantioselective Michael addition of carbonyl compounds to (E)-β-nitrostyrene in nine ionic liquids under different reaction conditions. The reaction rates and enantioselectivities were
strongly dependent on the ionic liquids. Change of enantioselectivity was observed too and it is attributed to both the cation
and the anion of ionic liquid. The best yields (up to 98%) and enantioselectivity (70% ee) of product were obtained in a basic ionic liquid bmim]BF4 at room temperature. |
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Keywords: | , Ionic liquids, Michael addition, Enantioselectivity, Organocatalysis, |
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