Dual Co/Photoredox-Catalyzed Regio- and Stereoselective Synthesis of Highly Functional 1,3-Dienes
A dual Co/photoredox catalytic coupling of 1,3-enynes and α,ß-unsaturated aliphatic aldehydes and ketones has been developed that creates access to highly functional 1,3-diene synthons through a regio- and stereoselective carbon-carbon coupling process. The scope of the process features diverse func...
| Autores: | , , , , , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2025 |
| 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:2072/489064 |
| Acceso en línea: | http://hdl.handle.net/2072/489064 https://doi.org/10.1002/anie.202522561 |
| Access Level: | acceso embargado |
| Palabra clave: | Química 54 |
| Sumario: | A dual Co/photoredox catalytic coupling of 1,3-enynes and α,ß-unsaturated aliphatic aldehydes and ketones has been developed that creates access to highly functional 1,3-diene synthons through a regio- and stereoselective carbon-carbon coupling process. The scope of the process features diverse functionalized scaffolds with a high degree of molecular complexity. The synthetic utility of these 1,3-dienes is demonstrated including a telescoped, one-pot approach using an alkynyl cyclic carbonate as a 1,3-enyne surrogate offering direct access to the 1,3-diene product. Mechanistic analysis involving control reactions, deuterium labeling studies and DFT calculations are in line with the in situ formation of a Co─H species and an outer-sphere coupling pathway in which a regio- and stereoselective coupling occurs between a dienyl radical and carbonyl species. |
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