The six-membered annulation reaction involving sequential palladium-catalyzed allylic alkylation and Michael addition: Scope and limitations

  • Jousse-Karinthi C
  • Zouhiri F
  • Mahuteau J
 et al. 
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The palladium-catalyzed condensation of a variety of active methylene compounds with methyl 6-acetoxymethyl-hepta-2,6-dienoate was investigated. The six-membered adducts resulting from a η3palladium complex alkylation-Michael addition sequence were obtained with moderate to good yields. In some cases, further evolution of the primary adduct was observed. The process has been expanded to access nitrogen heterocycles by using sodium p-toluenesulfonamide as the nucleophilic partner. © 2003 Elsevier Science Ltd. All rights reserved.

Author-supplied keywords

  • Annulation
  • Michael reaction
  • Palladium and compounds
  • Polycyclic aliphatic compounds
  • Sequential reaction

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  • Céline Jousse-Karinthi

  • Fatima Zouhiri

  • Jacqueline Mahuteau

  • Didier Desmaële

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