An Asymmetric Hetero-Claisen Approach to 3-Alkyl-3-aryloxindoles

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Abstract

The reaction of a chiral N-phenylnitrone derived from Garner's aldehyde with alkylarylketenes generates 3-alkyl-3-aryloxindoles directly in excellent yields and with good to excellent levels of enantioselectivity (up to 90% ee).

Original languageEnglish
Pages (from-to)3858-3861
Number of pages4
JournalOrganic Letters
Volume11
Issue number17
DOIs
Publication statusPublished - 3 Sept 2009

Keywords

  • INTRAMOLECULAR ALPHA-ARYLATION
  • QUATERNARY CARBON CENTERS
  • HECK REACTIONS
  • ENANTIOSELECTIVE SYNTHESIS
  • COPE REARRANGEMENT
  • OXINDOLE SYNTHESIS
  • NATURAL-PRODUCTS
  • CARBENE LIGANDS
  • DERIVATIVES
  • AMIDES

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