4.8 Article

Chiral Phosphoric Acid Catalyzed Enantioselective Decarboxylative Alkylation of β-Keto Acids with 3-Hydroxy-3-indolyloxindoles

Journal

ORGANIC LETTERS
Volume 17, Issue 6, Pages 1389-1392

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00159

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Funding

  1. National Natural Science Foundation of China
  2. National Basic Research Program of China (973 Program) [2014CB745100]
  3. Tianjin Municipal Science & Technology Commission [14JCZDJC33400]

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A chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of beta-keto acids with 3-hydroxy-3-indolyloxindoles is described in this context. This method tolerates a series of aromatic and aliphatic beta-keto acids as well as substituted 3-hydroxy-3-indolyloxindoles, affording the corresponding chiral 3-functionalized 3-indolyloxindoles in high yields (up to 98%) and enantioselectivities (up to 99% ee).

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