4.6 Article

Deep Eutectic Mixtures as Reaction Media for the Enantioselective Organocatalyzed α-Amination of 1,3-Dicarbonyl Compounds

Journal

CATALYSTS
Volume 8, Issue 5, Pages -

Publisher

MDPI
DOI: 10.3390/catal8050217

Keywords

asymmetric organocatalysis; alpha-amination; benzimidazole; deep eutectic solvents; natural products; green chemistry

Funding

  1. University of Alicante [UAUSTI16-03, UAUSTI16-10, VIGROB-173]
  2. Spanish Ministerio de Economia, Industria y Competitividad [CTQ2015-66624-P]

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The enantioselective alpha-amination of 1,3-dicarbonyl compounds has been performed using deep eutectic solvents (DES) as a reaction media and chiral 2-amino benzimidazole-derived compounds as a catalytic system. With this procedure, the use of toxic volatile organic compounds (VOCs) as reaction media is avoided. Furthermore, highly functionalized chiral molecules, which are important intermediates for the natural product synthesis, are synthetized by an efficient and stereoselective protocol. Moreover, the reaction can be done on a preparative scale, with the recycling of the catalytic system being possible for at least five consecutive reaction runs. This procedure represents a cheap, simple, clean, and scalable method that meets most of the principles to be considered a green and sustainable process.

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