4.6 Article

Highly enantioselective synthesis of bisoxindoles with two vicinal quaternary stereocenters via Lewis base mediated addition of oxindoles to isatin-derived ketimines

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 32, Pages 6085-6088

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob01039f

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Funding

  1. National Natural Science Foundation of China [21372114, 21172106, 21074054]
  2. National Basic Research Program of China [2010CB923303]
  3. Research Fund for the Doctoral Program of Higher Education of China [20120091110010]

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A highly efficient asymmetric organocatalytic addition of 3-substituted oxindole to isatin-derived ketimine is reported with excellent stereocontrol (>99 : 1 dr, >99% ee) under mild conditions. This method provides access to the bisoxindole structure moiety with two vicinal quaternary stereogenic centers.

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