Organocatalytic Asymmetric α-Chlorination of 1,3-Dicarbonyl Compounds Catalyzed by 2-Aminobenzimidazole Derivatives


Autoria(s): Serrano Sánchez, Daniel; Baeza, Alejandro; Alonso, Diego A.
Contribuinte(s)

Universidad de Alicante. Departamento de Química Orgánica

Universidad de Alicante. Instituto Universitario de Síntesis Orgánica

Catálisis Estereoselectiva en Síntesis Orgánica (CESO)

Nuevos Materiales y Catalizadores (MATCAT)

Data(s)

19/01/2016

19/01/2016

13/01/2016

Resumo

Bifunctional chiral 2-aminobenzimidazole derivatives 1 and 2 catalyze the enantioselective stereodivergent α-chlorination of β-ketoesters and 1,3-diketone derivatives with up to 50% ee using N-chlorosuccinimide (NCS) or 2,3,4,4,5,6-hexachloro-2,5-cyclohexadien-1-one as electrophilic chlorine sources.

Financial support from the University of Alicante (VIGROB-173, VIGROB-285, GRE12-03, UAUSTI13-01, UAUSTI13-02), and Spanish Ministerio de Economía y Competitividad (CTQ2011-24151) is acknowledged.

Identificador

Sánchez DS, Baeza A, Alonso DA. Organocatalytic Asymmetric α-Chlorination of 1,3-Dicarbonyl Compounds Catalyzed by 2-Aminobenzimidazole Derivatives. Symmetry. 2016; 8(1):3. doi:10.3390/sym8010003

2073-8994

http://hdl.handle.net/10045/52479

10.3390/sym8010003

Idioma(s)

eng

Publicador

MDPI

Relação

http://dx.doi.org/10.3390/sym8010003

Direitos

© 2016 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons by Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).

info:eu-repo/semantics/openAccess

Palavras-Chave #Organocatalysis #Electrophilic chlorination #Asymmetric catalysis #Dicarbonyl compounds #Benzimidazole #Química Orgánica
Tipo

info:eu-repo/semantics/article