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Selective α,δ-hydrocarboxylation of conjugated dienes utilizing CO(2) and electrosynthesis

To date the majority of diene carboxylation processes afford the α,δ-dicarboxylated product, the selective mono-carboxylation of dienes is a significant challenge and the major product reported under transition metal catalysis arises from carboxylation at the α-carbon. Herein we report a new electro...

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Detalles Bibliográficos
Autores principales: Sheta, Ahmed M., Mashaly, Mohammad A., Said, Samy B., Elmorsy, Saad S., Malkov, Andrei V., Buckley, Benjamin R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8163448/
https://www.ncbi.nlm.nih.gov/pubmed/34123160
http://dx.doi.org/10.1039/d0sc03148h
Descripción
Sumario:To date the majority of diene carboxylation processes afford the α,δ-dicarboxylated product, the selective mono-carboxylation of dienes is a significant challenge and the major product reported under transition metal catalysis arises from carboxylation at the α-carbon. Herein we report a new electrosynthetic approach, that does not rely on a sacrificial electrode, the reported method allows unprecedented direct access to carboxylic acids derived from dienes at the δ-position. In addition, the α,δ-dicarboxylic acid or the α,δ-reduced alkene can be easily accessed by simple modification of the reaction conditions.