4.6 Article

A highly efficient asymmetric Michael addition of alpha,alpha-disubstituted aldehydes to maleimides catalyzed by primary amine thiourea salt

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 8, Issue 20, Pages 4767-4774

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0ob00154f

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Funding

  1. National Natural Science Foundation of China [20902018]
  2. Shanghai Pujiang Program [08PJ1403300]
  3. Fundamental Research Funds for the Central Universities
  4. 111 Project [B07023]

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The first highly efficient Michael addition of challenging alpha,alpha-disubstituted aldehydes to maleimides catalyzed by a simple bifunctional primary amine thiourea catalyst/benzoic acid system has been successfully developed to generate quaternary carbon centers in high yields (up to 99%) with excellent enantioselectivities (91-99%).

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