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Synthesis 1992; 1992(7): 685-689
DOI: 10.1055/s-1992-26200
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Synthesis of Diquinanes from Butadiene and N,N-Dimethylallylamine via Palladium-Catalyzed Processes

Christina Moberg* , Kerstin Nordström, Paul Helquist
  • *Department of Organic Chemistry, Royal Institute of Technology, S-100 44 Stockholm, Sweden
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Publikationsdatum:
17. September 2002 (online)

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Functionalized bicyclo[3.3.0]oct-3-en-2-ones have been prepared using palladium-catalyzed telomerization of 1,3-butadiene and N,N-dimethylallylamine and palladium-catalyzed oxidative cyclization of the resulting 1,5-diene system as the key steps. The annulation affording the bicyclic skeleton was achieved by intramolecular palladium-catalyzed allylation.