4.6 Article

Three-Component Asymmetric Mannich Reaction Catalyzed by a Lewis Acid with Rhodium-Centered Chirality

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 12, Issue 9, Pages 963-967

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201700189

Keywords

Lewis acids; Mannich reaction; metal-centered chirality; multicomponent reactions; rhodium

Funding

  1. National Natural Science Foundation of P. R. China [21572184, 21472154]
  2. Fundamental Research Funds for the Central Universities [20720160027]

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A highly efficient direct asymmetric three-component Mannich reaction of an N-acylpyrazole, an aldehyde and a primary or secondary amine, was enabled by a rhodium-based Lewis-acid catalyst with metal-centered chirality. Excellent enantioselectivities were achieved for a variety of substrates at a typical catalyst loading of merely 0.5mol% (23examples, up to 98% ee).

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