Synthesis of the ABC Core of Daphniphyllum Alkaloids with a [5-6-7] Azatricyclic Scaffold via Ring Expansion of Azabicyclic and Azatricyclic Building Blocks

Marquès, ClàudiaGonzález-Lizana, DavidDiaba, FaïzaBonjoch i Sesé, Jose2025-07-312025-07-312024-07-190022-3263https://hdl.handle.net/2445/222728The [5–6–7] azatricyclic ABC core, found in several Daphniphyllum alkaloids, has been synthesized through a novel route involving ring expansion of a perhydroindolone to afford the AC ring system and a radical B ring closure as key steps. The level of functionalization of the reported octahydro-1,7-ethanocyclohepta[b]pyrroles suggests that they can serve as valuable building blocks in this alkaloid field. Also reported is the first synthesis of homomorphans by the ring enlargement of 2-azabicyclo[3.3.1]nonanes.11 p.application/pdfeng(c) American Chemical Society, 2024MesclesCompostos orgànicsCetonesMixturesOrganic compoundsKetonesSynthesis of the ABC Core of Daphniphyllum Alkaloids with a [5-6-7] Azatricyclic Scaffold via Ring Expansion of Azabicyclic and Azatricyclic Building Blocksinfo:eu-repo/semantics/article7503622025-07-31info:eu-repo/semantics/openAccess