Late-stage C–H amination of abietane diterpenoids

This study aims at highlighting the synthetic versatility of the rhodium-catalyzed C-H amination reactions using iodine(iii) oxidants for the late-stage functionalization of natural products. Inter-and intramolecular nitrene insertions have been performed from various abietane diterpenoids, leading...

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Detalles Bibliográficos
Autores: Lapuh, María Ivana, Dana, Alejandro Leonel, Di Chenna, Pablo Hector, Darses, Benjamin, Duran, Fernando Javier, Dauban, Philippe
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2019
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/123301
Acceso en línea:http://hdl.handle.net/11336/123301
Access Level:acceso abierto
Palabra clave:AMINACION C-H
DITERPENES
DIFLUOROMETILO
SINTESIS ORGANICA
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:This study aims at highlighting the synthetic versatility of the rhodium-catalyzed C-H amination reactions using iodine(iii) oxidants for the late-stage functionalization of natural products. Inter-and intramolecular nitrene insertions have been performed from various abietane diterpenoids, leading to the amination of the C-3, C-6, C-7, C-11 and C-15 positions. Ca. 20 aminated compounds have been isolated with yields of up to 86% and high levels of regio-, chemo-and stereoselectivities.