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Ionic‐Liquid‐Supported Organocatalyst: Efficient and Recyclable Ionic‐Liquid‐Anchored Proline for Asymmetric Aldol Reaction
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2006
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Asymmetric Catalysis‐4‐Hydroxyproline 12Novel OrganocatalystsEngineeringOrganic ChemistryCatalysisRecyclable Ionic‐liquid‐anchored ProlineChemistryAsymmetric Aldol ReactionStereoselective SynthesisSupported Catalyst 12Neat AcetoneSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Abstract Ionic‐liquid‐anchored ( 2S,4R )‐4‐hydroxyproline 12 catalyzes direct asymmetric aldol reactions with comparable enantioselectivities in DMSO, and with superior enantioselectivities in neat acetone or 2‐butanone, than ( S )‐proline ( 8) (up to 28 % ee difference) itself. Furthermore, the supported catalyst 12 can be easily recycled and reused for at least four times without significant loss of yields and enantioselectivity.