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Publication 164  

  1. Direct syntheses of polyfused ring systems by intramolecular tandem palladium-ene/Heck insertion reactions
    Oppolzer, W.; DeVita, R. J.
    J. Org. Chem. 1991, 56, 6256-6257

The Pd(0)-catalyzed polycyclizations 1 → 3 + 4, 5 → 9 and 6 → 10 are described. The stereospecifity of these transformations is ascribed to an intramolecular suprafacial “palladium-ene” process followed by one to two “Heck-insertions” proceeding with retention of configuration at the metalated carbon.

DOI : 10.1021/jo00022a004 

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