Aqueous Enantioselective Aldol Reaction of Methyl- and Phenylglyoxal Organocatalyzed by N-Tosyl-(S a)-binam-l-prolinamide
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) |
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Data(s) |
03/03/2015
03/03/2015
20/01/2015
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Resumo |
The direct aldol reaction between methylglyoxal (40% aqueous solution) or phenylglyoxal monohydrate and ketones or aldehydes is catalyzed by N-tosyl-(S a)-binam-l-prolinamide to afford the corresponding chiral γ-oxo-β-hydroxy carbonyl compounds, mainly as anti isomers with enantioselectivities up to 97%. This work was financially supported by the Ministerio de Economia y Competitividad (MINECO: Projects: CTQ2010-20387 and Consolider INGENIO CSD2007-0006), FEDER, the Generalitat Valenciana (Prometeo/2009/039), the University of Alicante and the EU (ORCA action CM0905). |
Identificador |
Synlett. 2015, 26(5): 656-660. doi:10.1055/s-0034-1379969 0936-5214 (Print) 1437-2096 (Online) http://hdl.handle.net/10045/45430 10.1055/s-0034-1379969 A7693926 |
Idioma(s) |
eng |
Publicador |
Georg Thieme Verlag |
Relação |
http://dx.doi.org/10.1055/s-0034-1379969 |
Direitos |
© Georg Thieme Verlag Stuttgart New York. http://www.thieme-connect.com/ejournals/toc/synlett info:eu-repo/semantics/openAccess |
Palavras-Chave | #Methylglyoxal #Organocatalysis #Aldol #Prolinamide #Aqueous conditions #Química Orgánica |
Tipo |
info:eu-repo/semantics/article |