Asymmetric Brønsted acid-catalyzed Friedel-Crafts reactions of indoles with cyclic imines - Efficient generation of nitrogen-substituted quaternary carbon centers

Magnus Rueping*, Sadiya Raja, Alberto Núñez

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

105 Scopus citations

Abstract

A new enantioselective Brønsted acidcatalyzed Friedel-Crafts reaction of indole with cyclic imines has been develeoped. This organocatalytic reaction provides for the first time optically active indolindolinone derivatives in high yields and with excellent enantioselectivities (up to 91% ee) under mild reaction conditions.

Original languageEnglish (US)
Pages (from-to)563-568
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume353
Issue number4
DOIs
StatePublished - Mar 7 2011

Keywords

  • BINOL phosphate
  • Enantioselective Friedel-Crafts reaction
  • Organocatalysis
  • Quaternary carbon centers

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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