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Lewis acidic FeCl(3) promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate

The iron(iii)-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished via a cationic 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of commercially available aldehydes and easily synthesizable 1,1-diphenylhomoallylamines. This reacti...

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Detalles Bibliográficos
Autores principales: Gadde, Karthik, Daelemans, Jonas, Maes, Bert U. W., Abbaspour Tehrani, Kourosch
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064679/
https://www.ncbi.nlm.nih.gov/pubmed/35520547
http://dx.doi.org/10.1039/c9ra03277k
Descripción
Sumario:The iron(iii)-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished via a cationic 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of commercially available aldehydes and easily synthesizable 1,1-diphenylhomoallylamines. This reaction features a broad substrate scope with high yields and is conducted in an eco-friendly solvent, i.e. dimethyl carbonate.