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Synthesis of 1,4‐Diketones from β‐Oxo Esters and Enol Acetates by ­Cerium‐Catalyzed Oxidative Umpo­lung Reaction

Cyclic β‐oxo esters are converted with enol acetates in a cerium‐catalyzed, oxidative Umpolung reaction to furnish 1,4‐diketones with up to 95 % yield. Atmospheric oxygen is the oxidant in this process, which can be regarded as ideal from economic and ecological points of view. Further advantages of...

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Detalles Bibliográficos
Autores principales: Geibel, Irina, Christoffers, Jens
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY‐VCH Verlag 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4762319/
http://dx.doi.org/10.1002/ejoc.201600057
Descripción
Sumario:Cyclic β‐oxo esters are converted with enol acetates in a cerium‐catalyzed, oxidative Umpolung reaction to furnish 1,4‐diketones with up to 95 % yield. Atmospheric oxygen is the oxidant in this process, which can be regarded as ideal from economic and ecological points of view. Further advantages of this new C–C coupling reaction are its operational simplicity and the application of nontoxic and inexpensive CeCl(3) ·7H(2)O as precatalyst.