Stereoselective one-pot synthesis of β-alkylsulfide enol esters. Base-triggered rearrangement under mild conditions

A stereoselective one-pot procedure was developed to prepareS-substituted (Z)-enol esters through abase-triggered rearrangement. This transition metal-free multicomponent approach can be performedunder an air atmosphere at room temperature, tolerates a wide set of chemical functionalities and gener-...

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Detalles Bibliográficos
Autores: Heredia, Adrián Alberto, Soria Castro, Silvia Mercedes, Bouchet, Lydia María, Oksdath Mansilla, Gabriela, Barrionuevo, Cecilia Andrea, Caminos, Daniel Alberto, Bisogno, Fabricio Román, Argüello, Juan Elias, Peñeñory, Alicia Beatriz
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/31559
Acceso en línea:http://hdl.handle.net/11336/31559
Access Level:acceso abierto
Palabra clave:Multicomponent
Β-Alkylsulfide Enol Esters
Stereoselective
Thioester
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:A stereoselective one-pot procedure was developed to prepareS-substituted (Z)-enol esters through abase-triggered rearrangement. This transition metal-free multicomponent approach can be performedunder an air atmosphere at room temperature, tolerates a wide set of chemical functionalities and gener-ally affords high isolated yields. The (Z)-selectivity arises from the [1,4]-S-toO-acyl migration.