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2‐Hydroxybenzophenone as a Chemical Auxiliary for the Activation of Ketiminoesters for Highly Enantioselective Addition to Nitroalkenes under Bifunctional Catalysis |
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| Authors: | Manuel Iniesta Dr Ana Martín‐Somer Mario Parra Prof?Dr Sergio Díaz‐Tendero Prof?Dr Alberto Fraile Prof?Dr Jose Alemán |
| Institution: | 1. Organic Chemistry Department, Módulo 1, Universidad Autónoma de Madrid, Madrid, Spain;2. Chemistry Department, Universidad Autónoma de Madrid, Madrid, Spain;3. Institute for Advanced Research in Chemical Sciences (IAdChem), Spain;4. Condensed Matter Physics Center (IFIMAC), Universidad Autónoma de Madrid, Madrid, Spain |
| 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. |
| Keywords: | amino acids bifunctional catalysis chemical auxiliaries hydrogen-bonding activation organocatalysis |