info:eu-repo/semantics/article
Late-stage C–H amination of abietane diterpenoids
Fecha
2019-04Registro en:
Lapuh, María Ivana; Dana, Alejandro Leonel; Di Chenna, Pablo Hector; Darses, Benjamin; Duran, Fernando Javier; et al.; Late-stage C–H amination of abietane diterpenoids; Royal Society of Chemistry; Organic & Biomolecular Chemistry; 17; 19; 4-2019; 4736-4746
1477-0520
CONICET Digital
CONICET
Autor
Lapuh, María Ivana
Dana, Alejandro Leonel
Di Chenna, Pablo Hector
Darses, Benjamin
Duran, Fernando Javier
Dauban, Philippe
Resumen
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.