Bio-renewable enantioselective aldol reaction in natural deep eutectic solvents

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Title: Bio-renewable enantioselective aldol reaction in natural deep eutectic solvents
Authors: Martínez Flores, Regina | Berbegal, Lucía | Guillena, Gabriela | Ramón, Diego J.
Research Group/s: Nuevos Materiales y Catalizadores (MATCAT) | Catálisis Estereoselectiva en Síntesis Orgánica (CESO)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: DES | Aldol | Organocatalysis | Green chemistry
Knowledge Area: Química Orgánica
Issue Date: 2016
Publisher: Royal Society of Chemistry
Citation: Green Chemistry. 2016, 18: 1724-1730. doi:10.1039/C5GC02526E
Abstract: Among the deep eutectic solvents (DES), natural deep eutectic solvents (NADES) formed by D-glucose and racemic malic acid are suitable media to perform the enantioselective L-proline catalyzed intermolecular aldol reaction, creating simultaneously and selectively a C–C bond and a new stereocenter. The scope of the reaction was found to be broad, with products being obtained with good levels of diastereo- and enantioselectivities. Furthermore, when the reaction was performed at a large scale, the catalyst together with the reaction media can be recovered by simple water extraction and reused at least three times affording similar results. Therefore, the use of NADES as reaction media to carry out a VOC-free selective process has been demonstrated for the first time. The process is clean, cheap, simple and scalable and meets most of the criteria to be considered as a sustainable and bio-renewable process, with the reaction media and catalyst arising directly from Nature.
Sponsor: This work was supported by the University of Alicante (VIGROB-173 and UAUSTI13-09).
URI: http://hdl.handle.net/10045/53827
ISSN: 1463-9262 (Print) | 1463-9270 (Online)
DOI: 10.1039/C5GC02526E
Language: eng
Type: info:eu-repo/semantics/article
Rights: This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence
Peer Review: si
Publisher version: http://dx.doi.org/10.1039/C5GC02526E
Appears in Collections:INV - MATCAT - Artículos de Revistas
INV - CESO - Artículos de Revistas
INV - AMIC - Artículos de Revistas

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