Angewandte Chemie International Edition 2018-04-14

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

Andrea Guerrero‐Corella; Francisco Esteban; Manuel Iniesta; Ana Martín‐Somer; Mario Parra; Sergio Díaz‐Tendero; Alberto Fraile; Jose Alemán

Index: 10.1002/anie.201800435

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Abstract

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.