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Mini-Reviews in Organic Chemistry


ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

Review Article

Asymmetric Michael Addition Mediated by Chiral Ionic Liquids

Author(s): Yumiko Suzuki*

Volume 15, Issue 3, 2018

Page: [236 - 245] Pages: 10

DOI: 10.2174/1570193X15666171211165344

open access plus


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.

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