4.8 Article

Enantioselective Construction of 3-Hydroxy Oxindoles via Decarboxylative Addition of β-Ketoacids to Isatins

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ORGANIC LETTERS
卷 14, 期 15, 页码 4018-4021

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AMER CHEMICAL SOC
DOI: 10.1021/ol301855w

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  1. National University of Singapore [R-143-000-469-112]
  2. GSK-EDB [R-143-000-491-592]
  3. Ministry of Education (MOE) of Singapore [R-143-000-494-112]

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The first highly enantioselective decarboxylative addition of beta-ketoacids to isatins mediated by a bifunctional tertiary amine-thiourea catalyst has been developed, allowing facile synthesis of biologically important 3-hydroxy oxindoles In good yields and excellent enantioselectivities. The method reported represents a valuable approach of utilizing beta-ketoacids as synthetic equivalents of aryl/alkyl methyl ketone enolates.

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