ORGN 151 |
Palladium(0)–catalyzed cycloisomerization of enallenes
| Katja Närhi, Johan Franzén, and Jan E. Bäckvall. Department of Organic Chemistry, Stockholm University, Arrhenius Laboratory, Stockholm, SE-10691, Sweden |
| A novel high-yielding palladium-catalyzed cycloisomerization of enallenes has been developed. The reaction is catalyzed by Pd(dba)2 in acetic acid leading to the formation of [3.3.0] and [4.3.0] bicyclic systems. The bicyclic systems are formed stereoselectivly in the carbon-carbon bond formation to give cis-fused rings. Not only is this palladium-catalyzed cycloisomerisation reaction an efficient way of constructing carbocycles, it is also associated with high atom economy since there is no requirement of additional reactants and no waist products are formed in the process. This reaction constitutes the first efficient protocol for cycloisomerization of enallenes catalyzed by palladium(0). 
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Materials, Molecular Recognition
8:00 PM-10:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- Hall D, Poster
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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