Aqueous organocatalyzed aldol reaction of glyoxylic acid for the enantioselective synthesis of α-hydroxy-γ-keto acids


Autoria(s): Navarro Moles, Fernando Javier; Guillena, Gabriela; Nájera Domingo, Carmen
Contribuinte(s)

Universidad de Alicante. Departamento de Química Orgánica

Universidad de Alicante. Instituto Universitario de Síntesis Orgánica

Catálisis Estereoselectiva en Síntesis Orgánica (CESO)

Síntesis Asimétrica (SINTAS)

Data(s)

17/03/2014

17/03/2014

19/12/2013

Resumo

N-Tosyl-(Sa)-binam-L-prolinamide is an efficient catalyst for the aqueous aldol reaction, between glyoxylic acid, as monohydrate or aqueous solution, and ketones. This reaction led to the formation of chiral α-hydroxy-γ-keto carboxylic acids in high levels of diastereo- and enantioselectivities achieving mainly anti aldol products.

This work was financially supported by the Ministerio de Economia y Competitividad (MINECO: Projects: CTQ2010-20387 and Consolider INGENIO CSD2007-0006), the Generalitat Valenciana Prometeo/2009/039, the University of Alicante and the EU (ORCA action CM0905).

Identificador

RSC Advances. 2014, 4, 9963-9966. doi:10.1039/C3RA46800C

2046-2069

http://hdl.handle.net/10045/36098

10.1039/C3RA46800C

A7305406

Idioma(s)

eng

Publicador

Royal Society of Chemistry

Relação

http://dx.doi.org/10.1039/C3RA46800C

Direitos

© Royal Society of Chemistry 2014

info:eu-repo/semantics/restrictedAccess

Palavras-Chave #Organocatalysis #Water #Química Orgánica
Tipo

info:eu-repo/semantics/article