Synthesis of C-C bonded dimeric steroids by olefin metathesis

Five new C-C bonded steroidal homodimers derived from deoxycholic acid, pregnenolone, and progesterone were synthesized by an olefin metathesis reaction assisted by microwave heating. Microwave improved the yield and accelerated the reaction allowing the use of less catalyst with good results (2.5 m...

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Detalles Bibliográficos
Autores: Edelsztein, Valeria Carolina, Di Chenna, Pablo Hector, Burton, Gerardo
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2009
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/71110
Acceso en línea:http://hdl.handle.net/11336/71110
Access Level:acceso abierto
Palabra clave:DIMERIC STEROIDS
DIMERIZATION
METATHESIS
MICROWAVE
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:Five new C-C bonded steroidal homodimers derived from deoxycholic acid, pregnenolone, and progesterone were synthesized by an olefin metathesis reaction assisted by microwave heating. Microwave improved the yield and accelerated the reaction allowing the use of less catalyst with good results (2.5 mol %). Due to the bulky nature of the steroidal skeleton the more favorable E-dimers were formed as the sole or major products depending on the linker length. © 2009 Elsevier Ltd. All rights reserved.