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

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Title: Aqueous organocatalyzed aldol reaction of glyoxylic acid for the enantioselective synthesis of α-hydroxy-γ-keto acids
Authors: Navarro Moles, Fernando Javier | Guillena, Gabriela | Nájera, Carmen
Research Group/s: Catálisis Estereoselectiva en Síntesis Orgánica (CESO) | Síntesis Asimétrica (SINTAS)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: Organocatalysis | Water
Knowledge Area: Química Orgánica
Issue Date: 19-Dec-2013
Publisher: Royal Society of Chemistry
Citation: RSC Advances. 2014, 4, 9963-9966. doi:10.1039/C3RA46800C
Abstract: 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.
Sponsor: 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).
URI: http://hdl.handle.net/10045/36098
ISSN: 2046-2069
DOI: 10.1039/C3RA46800C
Language: eng
Type: info:eu-repo/semantics/article
Rights: © Royal Society of Chemistry 2014
Peer Review: si
Publisher version: http://dx.doi.org/10.1039/C3RA46800C
Appears in Collections:INV - CESO - Artículos de Revistas
INV - SINTAS - Artículos de Revistas

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