Nucleophilic Addition of Potassium O-Ethyl Dithiocarbonate to Baylis-Hillman Adducts Using 9-BBN as Catalyst

An efficient diastereoselective Michael addition of the commercial potassium O-ethyl dithiocarbonate to Baylis-Hillman adducts in the presence of 9-BBN (9-borabicyclo[3.3.1]nonane) as a Lewis acid is reported. 9-BBN both protected the hydroxyl group and activated the carbonyl of the Michael acceptor...

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Detalles Bibliográficos
Autores: Ilsa Hernández-Ibinarriaga, Luis D. Miranda
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2009
País:México
Institución:Universidad Nacional Autónoma de México
Repositorio:Redalyc-UNAM
OAI Identifier:oai:redalyc.org:47512080004
Acceso en línea:https://www.redalyc.org/articulo.oa?id=47512080004
Access Level:acceso abierto
Palabra clave:Química
Baylis
Xanthates
Hillman adducts
BBN as a Lewis acid
Descripción
Sumario:An efficient diastereoselective Michael addition of the commercial potassium O-ethyl dithiocarbonate to Baylis-Hillman adducts in the presence of 9-BBN (9-borabicyclo[3.3.1]nonane) as a Lewis acid is reported. 9-BBN both protected the hydroxyl group and activated the carbonyl of the Michael acceptor.