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Late-stage C–H amination of abietane diterpenoids

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Abstract

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.

Graphical abstract: Late-stage C–H amination of abietane diterpenoids

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Publication details

The article was received on 01 Feb 2019, accepted on 14 Mar 2019 and first published on 22 Mar 2019


Article type: Paper
DOI: 10.1039/C9OB00272C
Citation: Org. Biomol. Chem., 2019, Advance Article

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    Late-stage C–H amination of abietane diterpenoids

    M. I. Lapuh, A. Dana, P. H. Di Chenna, B. Darses, F. J. Durán and P. Dauban, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C9OB00272C

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