4.8 Article

Palladium-Catalyzed Enantioselective α-Arylation and α-Vinylation of Oxindoles Facilitated by an Axially Chiral P-Stereogenic Ligand

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 131, 期 29, 页码 9900-+

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AMER CHEMICAL SOC
DOI: 10.1021/ja903880q

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资金

  1. National Institutes of Health (NIH) [GM46059, F31M081905]
  2. Amgen,
  3. Boehringer-Ingelheim
  4. Merck
  5. Nippon Chemical
  6. BASF (Pd compounds

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The enantioselective alpha-arylation and alpha-vinylation of oxindoles catalyzed by Pd and a biarylmonophosphine ligand with both axial and phosphorus-based chirogenicity is reported. The resultant quaternary carbon stereocenters are formed in high enantiomeric excess and the conditions tolerate a range of substitution on both the oxindole and the aryl/vinyl coupling partners.

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