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2‐Hydroxybenzophenone as a Chemical Auxiliary for the Activation of Ketiminoesters for Highly Enantioselective Addition to Nitroalkenes under Bifunctional Catalysis

An organocatalytic system is presented for the Michael addition of monoactivated glycine ketimine ylides with a bifunctional catalyst. The ketimine bears an ortho hydroxy group, which increases the acidity of the methylene hydrogen atoms and enhances the reactivity, thus allowing the synthesis of a...

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Detalles Bibliográficos
Autores principales: Guerrero‐Corella, Andrea, Esteban, Francisco, Iniesta, Manuel, Martín‐Somer, Ana, Parra, Mario, Díaz‐Tendero, Sergio, Fraile, Alberto, Alemán, Jose
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947601/
https://www.ncbi.nlm.nih.gov/pubmed/29493860
http://dx.doi.org/10.1002/anie.201800435
Descripción
Sumario:An organocatalytic system is presented for the Michael addition of monoactivated glycine ketimine ylides with a bifunctional catalyst. The ketimine bears an ortho hydroxy group, which increases the acidity of the methylene hydrogen atoms and enhances the reactivity, thus allowing the synthesis of a large variety of α,γ‐diamino acid derivatives with excellent stereoselectivity.