Total Synthesis of (±)-Perophoramidine

James R. Fuchs, Raymond L. Funk

Research output: Contribution to journalArticle

123 Citations (Scopus)

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

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Carbon
Cycloaddition
Cycloaddition Reaction
perophoramidine

All Science Journal Classification (ASJC) codes

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

Cite this

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Total Synthesis of (±)-Perophoramidine. / Fuchs, James R.; Funk, Raymond L.

In: Journal of the American Chemical Society, Vol. 126, No. 16, 28.04.2004, p. 5068-5069.

Research output: Contribution to journalArticle

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AU - Funk, Raymond L.

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