4.8 Article

Chiral Primary Amine/Palladium Dual Catalysis for Asymmetric Allylic Alkylation of β-Ketocarbonyl Compounds with Allylic Alcohols

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 43, Pages 12645-12648

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201505946

Keywords

allylic alcohols; asymmetric allylic alkylation; chiral primary amines; palladium; beta-ketocarbonyl compounds

Funding

  1. Natural Science Foundation of China [21390400, 21025208, 21202171]
  2. National Basic Research Program of China [2011CB808600]
  3. National Program of Top-Notch Young Professionals
  4. CAS Youth Innovation Promotion Association

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An efficient dual catalytic system composed of a chiral primary amine and a palladium complex was developed to promote the direct asymmetric allylic alkylation (AAA) of beta-ketocarbonyl compounds. In particular, the synergistic dual catalytic system enabled the AAA reaction of challenging acyclic aliphatic ketones, such as b-ketocarbonyl compounds and 1,3-diketones.

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