Science Faculty

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

Author/s

Guerrero-Corella, A.; Esteban, F.; Iniesta, M.; Martín-Somer, A.; Parra, M.; Díaz-Tendero, S.; Fraile, A.; Alemán, J.

Año de edición

2018

Referencia completa

Angew. Chem. Int. Ed. 2018, 57, 5350 –5354. DOI: 10.1002/anie.201800435

Resumen

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 a,g-diamino acid derivatives with excellent stereoselectivity.