Rodríguez, Laura G.Delgado, AnaCiudad i Gómez, Carlos JuliánNoé Mata, VerónicaBonjoch i Sesé, JosepBradshaw, Ben2024-07-032024-07-032022-11-030022-3263https://hdl.handle.net/2445/214253A Diels-Alder reaction leading to 4-nitrophenylcyclohexanones followed by a newly developed base-mediated reductive cyclization of the resulting ketone tethered to the nitrobenzene moiety gives access to the hexahydro-2,6-methano-1-benzazocine ring system present in several biologically interesting natural products such as aspernomine. The scope of the reaction was explored with eight substituted nitrobenzenes, obtaining yields of up to 87%. The highest cytotoxicity was observed in benzazocine 4h, bearing an enone moiety, which was active against eight cancer cell lines.10 p.application/pdfengcc by (c) American Chemical Society, 2022http://creativecommons.org/licenses/by/3.0/es/HidrocarbursCromatografiaPurificacióHydrocarbonsChromatographyPurificationBase-Mediated Nitrophenyl Reductive Cyclization for the Synthesis of Hexahydro-2,6-methano-1-benzazocinesinfo:eu-repo/semantics/article7287602024-07-03info:eu-repo/semantics/openAccess