4.5 Article

A Green and Efficient Asymmetric Aldol Reaction Catalyzed by a Chiral Anion Modified Ionic Liquid

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2010, Issue 19, Pages 3672-3677

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201000304

Keywords

Asymmetric synthesis; Ionic liquids; Organocatalysis; Aldol reactions; Chirality

Funding

  1. National Natural Science Foundation of China [2010CB833300]
  2. Research Fund for the Doctoral Program of Higher Education, China [20090031110019]
  3. Nankai University State Key Laboratory of Elemento-Organic Chemistry

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A chiral anion modified ionic liquid derived from L-proline proves as a green and efficient asymmetric organocatalyst for direct asymmetric aldol reactions in [BMIm]BF4 at room temperature. The corresponding aldol products with moderate to good isolated yields (up to 99%), anti-diastereoselectivities (up to 97:3), and excellent enantioselectivities (up to 99% ee) were afforded. Recycling of the catalyst and solvent ([BMIm]BF4) was possible up to four runs with a slight reduction in activity.

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