4.5 Review

Asymmetric Organocatalytic Electrophilic Heterofunctionalization of Oxindoles

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 7, Issue 6, Pages 1006-1014

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201800146

Keywords

asymmetric catalysis; heterocycles; heterofunctionalization; organocatalysis; quaternary stereocenters

Funding

  1. University of Alicante [UAUSTI17-06, VIGROB-173, VIGROB-285, UADIF17-27]
  2. University of Edinburgh
  3. Spanish Ministerio de Economia, Industria y Competitividad [CTQ2015-66624-P]

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The asymmetric synthesis of 3-substituted oxindoles is a topic of considerable importance because these functionalized heterocycles are found in many natural products and drugs. In the last decade, significant advances have been made towards the asymmetric synthesis of 3-heteroatom-substituted oxindoles as a result of major improvements in asymmetric organocatalysis. This review will focus on the different types of asymmetric electrophilic organocatalyzed reactions, including the amination, halogenation, hydroxylation, and sulfenylation of oxindoles to form their enantioenriched 3-heterosubstituted derivatives.

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