Mild and High-Yielding Synthesis of β-Keto Esters and β-Ketoamides

In the presence of sodium acetate, the reaction between 2,2,6-trimethyl-4H-1,3-dioxin-4-one and secondary or tertiary alcohols (including chiral ones) or primary or secondary amines could be carried out in refluxing tetrahydrofuran, under much milder conditions than those described in the literature...

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Detalles Bibliográficos
Autores: Sridharan, Vellaisamy, Menéndez Ramos, José Carlos, Ruiz Serrano, Miriam
Tipo de recurso: artículo
Fecha de publicación:2009
País:España
Institución:Universidad Complutense de Madrid (UCM)
Repositorio:Docta Complutense
Idioma:inglés
OAI Identifier:oai:docta.ucm.es:20.500.14352/129002
Acceso en línea:https://hdl.handle.net/20.500.14352/129002
Access Level:acceso abierto
Palabra clave:547
Acetoacetylation
Chiral auxiliaries
Dicarbonyl compounds
Esters
Amides
Química orgánica (Química)
2306 Química Orgánica
Descripción
Sumario:In the presence of sodium acetate, the reaction between 2,2,6-trimethyl-4H-1,3-dioxin-4-one and secondary or tertiary alcohols (including chiral ones) or primary or secondary amines could be carried out in refluxing tetrahydrofuran, under much milder conditions than those described in the literature. In these new conditions, side products normally observed using the traditional protocol were avoided, and b-keto esters and b-ketoamides were normally obtained in quantitative yields