Auto‐Tandem Catalysis: Pd(II)‐Catalysed Dehydrogenation/Oxidative Heck Reaction of Cyclopentane‐1,3‐diones

A Pd(II) catalyst system has been used to successfully catalyse two mechanistically distinct reactions in a one‐pot procedure: dehydrogenation of 2,2‐disubstituted cyclopentane‐1,3‐diones and the subsequent oxidative Heck coupling. This auto‐tandem catalytic reaction is applicable to both batch and...

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Detalles Bibliográficos
Autores principales: Lamb, Claire J. C., Nderitu, Bryan G., McMurdo, Gemma, Tobin, John M., Vilela, Filipe, Lee, Ai‐Lan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5767738/
https://www.ncbi.nlm.nih.gov/pubmed/29105890
http://dx.doi.org/10.1002/chem.201704442
Descripción
Sumario:A Pd(II) catalyst system has been used to successfully catalyse two mechanistically distinct reactions in a one‐pot procedure: dehydrogenation of 2,2‐disubstituted cyclopentane‐1,3‐diones and the subsequent oxidative Heck coupling. This auto‐tandem catalytic reaction is applicable to both batch and continuous flow processes, with the latter being the first example of a tandem aerobic dehydrogenation/oxidative Heck in flow. In addition, a telescoped reaction involving enantioselective desymmetrisation of the all‐C quaternary centre was successfully achieved.

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