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Asymmetric Michael Addition Mediated by Chiral Ionic Liquids

[ Vol. 15 , Issue. 3 ]

Author(s):

Yumiko Suzuki*   Pages 236 - 245 ( 10 )

Abstract:


Chiral ionic liquids with a focus on their applications in asymmetric Michael additions and related reactions were reviewed. The examples were classified on the basis of the mode of asymmetric induction (e.g., external induction/non-covalent interaction or internal induction/covalent bond formation), the roles in reactions (as a solvent or catalyst), and their structural features (e.g., imidazolium-based chiral cations, other chiral oniums; proline derivatives). Most of the reactions with high chiral induction are Michael addition of ketones or aldehydes to chalcones or nitrostyrenes where proline-derived chiral ionic liquids catalyze the reaction through enamine/ iminium formation. Many reports demonstrate the recyclability of ionic liquid-tagged pyrrolidines.

Keywords:

Michael addition, imidazole ionic liquid, Chiral ionic liquid, asymmetric reaction, chiral solvent, catalysts.

Affiliation:

Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, 102-8554 Tokyo

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