Catalytic palladium-mediat{approaches the limit}d tetraene carbocyclizations: Enamine trapping reagents

James M. Takacs, Jingyang Zhu

Research output: Contribution to journalArticle

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Abstract

The palladium-catalyzed carbocyclization of a tetraene substrate in the presence of an enamine effects efficient cyclization of the substrate with concomitant formation of a second carbon-carbon bond via allylation of the enamine. A brief survey of the roles of the reaction medium, ligand, enamine reagent, and to a lesser extent the substrate and palladium catalyst in determining the catalytic efficiency, mode-selectivity, and stereoselectivity of the cyclization is described. In one example, indole is shown to also function as an efficient trapping reagent.

Original languageEnglish (US)
Pages (from-to)1117-1120
Number of pages4
JournalTetrahedron Letters
Volume31
Issue number8
DOIs
Publication statusPublished - 1990

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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