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

James M. Takacs, Jingyang Zhu

Research output: Contribution to journalArticle

25 Citations (Scopus)

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
StatePublished - 1990

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Palladium
Cyclization
Carbon
Substrates
Allylation
Stereoselectivity
Catalyst selectivity
Ligands
Catalysts
Surveys and Questionnaires
indole

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Catalytic palladium-mediat{approaches the limit}d tetraene carbocyclizations : Enamine trapping reagents. / Takacs, James M.; Zhu, Jingyang.

In: Tetrahedron Letters, Vol. 31, No. 8, 1990, p. 1117-1120.

Research output: Contribution to journalArticle

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