Catalytic palladium-mediated bisdiene carbocyclizations: Bisdiene to enediene cycloisomerizations

James M. Takacs, Francis Clement, Jingyang Zhu, Sithamalli V. Chandramouli, Xiaoping Gong

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

The palladium-catalyzed cycloisomerization of acyclic bisdienes to cyclized enedienes defines a novel strategy for the stereoselective cyclization of certain unsymmetric bisdiene substrates to form functionalized five-and six-membered rings. The full details of our investigation into this novel cycloisomerization, including our observations on substrate requirements, stereoselectivity, the influence of the catalyst precursor, and some mechanistic insights drawn from deuterium labeling studies, are discussed.

Original languageEnglish (US)
Pages (from-to)5804-5817
Number of pages14
JournalJournal of the American Chemical Society
Volume119
Issue number25
DOIs
StatePublished - Jan 1 1997

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Deuterium
Palladium
Cyclization
Stereoselectivity
Substrates
Labeling
Catalysts

ASJC Scopus subject areas

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

Cite this

Catalytic palladium-mediated bisdiene carbocyclizations : Bisdiene to enediene cycloisomerizations. / Takacs, James M.; Clement, Francis; Zhu, Jingyang; Chandramouli, Sithamalli V.; Gong, Xiaoping.

In: Journal of the American Chemical Society, Vol. 119, No. 25, 01.01.1997, p. 5804-5817.

Research output: Contribution to journalArticle

Takacs, James M. ; Clement, Francis ; Zhu, Jingyang ; Chandramouli, Sithamalli V. ; Gong, Xiaoping. / Catalytic palladium-mediated bisdiene carbocyclizations : Bisdiene to enediene cycloisomerizations. In: Journal of the American Chemical Society. 1997 ; Vol. 119, No. 25. pp. 5804-5817.
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