Catalytic palladium-mediated tetraene carbocyclizations: The cycloisomerizations of acyclic teraenes to cyclized trienes
- Univ. of Nebraska, Lincoln, NE (United States)
Among the more important new catalytic strategies for the construction of common organic ring systems are the transition-metal-mediated (TMM) carbocyclizations of substrates containing two or more elements of unsaturation. A study was made of the catalytic TMM carbocyclizations by palladium of certain tetrene substrates containing within their structures two 1,3-diene subunits. Such substrates are appealing as synthetic intermediates in that they are readily accessible, are reasonably robust, and leave functionality in the cyclized product that is useful for further synthetic transformation. Both cyclization modes studied follow directly from what is known for the palladium-catalyzed dimerization of 1,3-butadiene and are in effect intramolecular variants of butadiene telomerization reactions. The cyclization reactions were found to have high diasteroselectivity and the final products contains functionality that should prove useful for further synthetic transformations.
- Sponsoring Organization:
- USDOE
- OSTI ID:
- 223952
- Journal Information:
- Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 2 Vol. 114; ISSN JACSAT; ISSN 0002-7863
- Country of Publication:
- United States
- Language:
- English
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