Total Synthesis of (±)-Perophoramidine

James R. Fuchs, Raymond L. Funk

Research output: Contribution to journalArticlepeer-review

130 Scopus citations

Abstract

The first total synthesis of racemic perophoramidine is described. The key step features the highly stereoselective introduction of the vicinial quaternary centers via base-promoted carbon-carbon bond formation between a 3-alkylindole and a 3-bromo-3-alkylindolin-2-one. This transformation presumably proceeds through a conjugate addition or Diels-Alder cycloaddition of the 3-alkylindole with a 3-alkylindol-2-one intermediate.

Original languageEnglish (US)
Pages (from-to)5068-5069
Number of pages2
JournalJournal of the American Chemical Society
Volume126
Issue number16
DOIs
StatePublished - Apr 28 2004

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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