Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Enantioselective Organocatalyzed a-Amination of 1,3-Dicarbonyl Compounds in Deep Eutectic Mixtures

Version 1 : Received: 27 April 2018 / Approved: 27 April 2018 / Online: 27 April 2018 (16:23:02 CEST)

A peer-reviewed article of this Preprint also exists.

Ñíguez, D.R.; Khazaeli, P.; Alonso, D.A.; Guillena, G. Deep Eutectic Mixtures as Reaction Media for the Enantioselective Organocatalyzed α-Amination of 1,3-Dicarbonyl Compounds. Catalysts 2018, 8, 217. Ñíguez, D.R.; Khazaeli, P.; Alonso, D.A.; Guillena, G. Deep Eutectic Mixtures as Reaction Media for the Enantioselective Organocatalyzed α-Amination of 1,3-Dicarbonyl Compounds. Catalysts 2018, 8, 217.

Abstract

The enantioselective alpha-amination of 1,3-dicarbonyl compounds has been performed using a catalytic system based on deep eutectic solvents (DES) and chiral 2-amino benzimidazole-derived organocatalysts. This procedure avoids the use of toxic volatile organic compounds (VOCs) as a reaction medium, providing access to highly functionalized chiral molecules, which are important intermediates for the natural product synthesis, in a selective and efficient manner. Furthermore, the reaction can be performed on a large scale and recycling the catalytic system is possible for at least five times, leading to a clean, cheap, simple, and scalable procedure that meets most of the criteria required to be a green and sustainable process.

Keywords

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

Subject

Chemistry and Materials Science, Organic Chemistry

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