Pd–Cu Bimetallic Catalyzed Domino Cyclization of α‐Allenols Followed by a Coupling Reaction: New Sequence Leading to Functionalized Spirolactams

作者: Benito Alcaide , Pedro Almendros , Raquel Rodríguez-Acebes

DOI: 10.1002/CHEM.200500228

关键词: Bimetallic stripChemistryRegioselectivityCoupling reactionPalladiumCombinatorial chemistryCatalysisOrganic chemistryTandemLactamSonogashira coupling

摘要: A novel regioselective metal-catalyzed spirocyclization of alpha-allenols-cross coupling (Heck, Sonogashira, and Suzuki) reaction sequence, leading to potentially bioactive spirocyclic lactam derivatives has been developed. Precursors for the tandem spirocyclization-coupling reaction, alpha-allenols 2 a-d were obtained starting from alpha-oxolactams 1 a-c via indium-mediated Barbier-type carbonyl-allenylation in aqueous media by using our previously described methodologies.

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