Late-stage C-H amination of abietane diterpenoids.

Autor: Lapuh MI; Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay, 1, av. de la Terrasse, 91198 Gif-sur-Yvette, France. philippe.dauban@cnrs.fr., Dana A, Di Chenna PH, Darses B, Durán FJ, Dauban P
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2019 May 15; Vol. 17 (19), pp. 4736-4746.
DOI: 10.1039/c9ob00272c
Abstrakt: 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.
Databáze: MEDLINE