TY - JOUR TI - Chiral 2-Aminobenzimidazoles in Deep Eutectic Mixtures: Recyclable Organocatalysts for the Enantioselective Michael Addition of 1,3-Dicarbonyl Compounds to β-Nitroalkenes AU - Ros Ñíguez, Diego AU - Guillena, Gabriela AU - Alonso, Diego A. DA - 2017-10-06 UR - http://hdl.handle.net/10045/71254 AB - A catalytic system based on deep eutectic solvents (DESs) and chiral 2-amino benzimidazole organocatalysts is used to promote the enantioselective addition of 1,3-dicarbonyl compounds to β-nitrostyrenes. This procedure avoids the use of toxic volitile organic compounds (VOCs) as a reaction medium, providing access to highly functionalized chiral molecules 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 four times, leading to a clean, cheap, simple, and scalable procedure that meets most of the criteria required to be a green and sustainable process. Nuclear magnetic resonance studies have confirmed the key role of the hydrogen-bonding interactions between the DES and the chiral organocatalyst, which allow their recovery and the recyclability of the system. KW - Asymmetric organocatalysis KW - Benzimidazole KW - Deep eutectic solvents KW - Green chemistry KW - Conjugate addition DO - 10.1021/acssuschemeng.7b02613 SN - 2168-0485 PB - American Chemical Society ER -