Journal
MINI-REVIEWS IN ORGANIC CHEMISTRY
Volume 15, Issue 3, Pages 236-245Publisher
BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1570193X15666171211165344
Keywords
Michael addition; imidazole ionic liquid; Chiral ionic liquid; asymmetric reaction; chiral solvent; catalysts
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Funding
- Grants-in-Aid for Scientific Research [15K07868] Funding Source: KAKEN
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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.
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