Ready Access to the Echinopines Skeleton via Gold(I)-Catalyzed Alkoxycyclizations of Enynes

The [3,5,5,7] tetracyclic skeleton of echinopines has been stereo- selectively accessed through a gold(I)-catalyzed alkoxycyclization of cyclopropyl- tethered 1,6-enynes. The key bicyclo[4.2.1]nonane core of the enyne precursors was readily assembled by means of a Co-catalyzed [6 + 2] cycloaddition....

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Detalles Bibliográficos
Autores: Dorel, Ruth, Echavarren, Antonio M.
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2016
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/334735
Acceso en línea:http://hdl.handle.net/2072/334735
https://doi.org/10.1021/acs.joc.6b01607
Access Level:acceso abierto
Palabra clave:53
Descripción
Sumario:The [3,5,5,7] tetracyclic skeleton of echinopines has been stereo- selectively accessed through a gold(I)-catalyzed alkoxycyclization of cyclopropyl- tethered 1,6-enynes. The key bicyclo[4.2.1]nonane core of the enyne precursors was readily assembled by means of a Co-catalyzed [6 + 2] cycloaddition. Furthermore, the attempted alkoxycyclization of 1,5-enyne substrates revealed an uncovered cyclopropyl rearrangement that gives rise to [3,6,5,7] tetracyclic structures.