Enantioselective and regiodivergent copper-catalyzed conjugate addition of trialkylaluminium reagents to extended nitro-Michael acceptors.
The first highly enantioselective and regiodivergent conjugate addition of trialkylaluminium reagents to nitrodienes and nitroenynes is described. By a design of the substrate and a fine-tuning of the reaction conditions, it is possible to selectively form the 1,4- or 1,6-adduct. The same combination of catalyst, copper source, and a ferrocene-based phosphine ligand afforded enantioselectivities up to 95% and 91%, respectively.
Tissot
Matthieu
M
Université de Genève, Département de chimie organique, 30 Quai Ernest Ansermet, 1211 Genève 4, Switzerland.
Müller
Daniel
D
Belot
Sébastien
S
Alexakis
Alexandre
A