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Photochemical Asymmetric Nickel‐Catalyzed Acyl Cross‐Coupling

Photochemical enantioselective nickel‐catalyzed cross‐coupling reactions are difficult to implement. We report a visible‐light‐mediated strategy that successfully couples symmetrical anhydrides and 4‐alkyl dihydropyridines (DHPs) to afford enantioenriched α‐substituted ketones under mild conditions....

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Detalles Bibliográficos
Autores principales: Gandolfo, Eugenio, Tang, Xinjun, Raha Roy, Sudipta, Melchiorre, Paolo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6900114/
https://www.ncbi.nlm.nih.gov/pubmed/31532568
http://dx.doi.org/10.1002/anie.201910168
Descripción
Sumario:Photochemical enantioselective nickel‐catalyzed cross‐coupling reactions are difficult to implement. We report a visible‐light‐mediated strategy that successfully couples symmetrical anhydrides and 4‐alkyl dihydropyridines (DHPs) to afford enantioenriched α‐substituted ketones under mild conditions. The chemistry does not require exogenous photocatalysts. It is triggered by the direct excitation of DHPs, which act as a radical source and as a reductant, facilitating the turnover of the chiral catalytic nickel complex.