Catalytic Transition-Metal-Mediated Tetraene Carbocyclizations: A New Carbocyclization via Hydrosilylation?

James M. Takacs, Sithamalli Chandramouli

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The palladium- or nickel-catalyzed carbocyclization of a tetraene substrate proceeds with incorporation of a hydrosilane to yield functionalized ring systems possessing trans-vicinal divinyl substituents on the newly formed ring, one of which is generated as an allylsilane. In one example, tributylstannane is shown to participate in the analogous cyclization reaction. Studies utilizing isotopic labeling, crossover experiments, and competition experiments provide evidence against a mechanism involving the initial hydrosilylation of one of the 1,3-diene subunits.

Original languageEnglish (US)
Pages (from-to)2877-2880
Number of pages4
JournalOrganometallics
Volume9
Issue number11
DOIs
StatePublished - Jan 1 1990

Fingerprint

Hydrosilylation
Transition metals
transition metals
isotopic labeling
rings
Cyclization
Palladium
dienes
Nickel
Labeling
palladium
crossovers
Experiments
nickel
Substrates
allylsilane
tributyltin
1,3-butadiene

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Catalytic Transition-Metal-Mediated Tetraene Carbocyclizations : A New Carbocyclization via Hydrosilylation? / Takacs, James M.; Chandramouli, Sithamalli.

In: Organometallics, Vol. 9, No. 11, 01.01.1990, p. 2877-2880.

Research output: Contribution to journalArticle

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