4.6 Article

Asymmetric Michael reactions catalyzed by a highly efficient and recyclable quaternary ammonium ionic liquid-supported organocatalyst in aqueous media

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 11, Issue 11, Pages 1801-1804

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ob27398a

Keywords

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Funding

  1. Robert A. Welch Foundation [T-1460]
  2. National Science Foundation [CHE-1213287]
  3. Division Of Chemistry
  4. Direct For Mathematical & Physical Scien [1213287] Funding Source: National Science Foundation

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A novel ionic liquid-support organocatalyst, which contains the quaternary ammonium ion moiety, was recently developed and successfully applied to the asymmetric Michael reaction in the presence of a newly developed ionic liquid-supported (ILS) benzoic acid as co-catalyst. For the reactions studied, in which various aldehydes and nitroolefins were examined, excellent diastereo- and enantioselectivities were obtained with low catalyst loading. Also, the catalyst could be recycled for ten times without significant loss of enantioselectivity.

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