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Regioselective Hydroacylation of 1,3-Dienes by Cobalt Catalysis

[Image: see text] We describe a cobalt-catalyzed hydroacylation of 1,3-dienes with non-chelating aldehydes. Aromatic aldehydes provide 1,4-addition products as the major isomer, while aliphatic aldehydes favor 1,2-hydroacylation products. The kinetic profile supports an oxidative cyclization mechani...

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Detalles Bibliográficos
Autores principales: Chen, Qing-An, Kim, Daniel K., Dong, Vy M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4117386/
https://www.ncbi.nlm.nih.gov/pubmed/24588202
http://dx.doi.org/10.1021/ja500268w
Descripción
Sumario:[Image: see text] We describe a cobalt-catalyzed hydroacylation of 1,3-dienes with non-chelating aldehydes. Aromatic aldehydes provide 1,4-addition products as the major isomer, while aliphatic aldehydes favor 1,2-hydroacylation products. The kinetic profile supports an oxidative cyclization mechanism involving a cobaltacycle intermediate that undergoes transformation with high regio- and stereoselectivity.