Asymmetric α-Amination of Aldehydes and Ketones Catalyzed by tert-Butoxy-L-Proline

Ramzi      Ait-Youcef; Delphine      Kalch; Xavier      Moreau; Christine      Thomassigny; Christine      Greck

doi:10.2174/157017809788681293

Abstract

Asymmetric electrophilic α-amination of aldehydes and ketones is described using trans-3-tert-butoxy-Lproline and trans-4-tert-butoxy-L-proline as efficient catalysts. Good yields and high enantioselectivities are obtained working at 0°C or at room temperature with a catalyst loading of only 5 mol%.

Keywords: Electrophilic amination, organocatalysis, tert-butoxyproline, azodicarboxylate, α-hydrazinoalcohol

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Letters in Organic Chemistry

Title: Asymmetric α-Amination of Aldehydes and Ketones Catalyzed by tert-Butoxy-L-Proline

Volume: 6 Issue: 5

Author(s): Ramzi Ait-Youcef, Delphine Kalch, Xavier Moreau, Christine Thomassigny and Christine Greck

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Keywords: Electrophilic amination, organocatalysis, tert-butoxyproline, azodicarboxylate, α-hydrazinoalcohol

Abstract: Asymmetric electrophilic α-amination of aldehydes and ketones is described using trans-3-tert-butoxy-Lproline and trans-4-tert-butoxy-L-proline as efficient catalysts. Good yields and high enantioselectivities are obtained working at 0°C or at room temperature with a catalyst loading of only 5 mol%.

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Ait-Youcef Ramzi, Kalch Delphine, Moreau Xavier, Thomassigny Christine and Greck Christine, Asymmetric α-Amination of Aldehydes and Ketones Catalyzed by tert-Butoxy-L-Proline, Letters in Organic Chemistry 2009; 6 (5) . https://dx.doi.org/10.2174/157017809788681293