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CuI/Pd0 cooperative dual catalysis: tunable stereoselective construction of tetra-substituted alkenes
Sébastien Vercruysse1, Loïc Cornelissen, Fady Nahra
1Institute of Condensed Matter and Nanosciences-Molecules, Solids and Reactivity (IMCN/MOST), Université Catholique de Louvain, Place Louis Pasteur 1, bte L4.01.03, 1348 Louvain-la-Neuve (Belgium), Fax: (+32) 10 47-41-68.
Abstract:
This paper describes a tunable and stereoselective dual catalytic system that uses copper and palladium reagents. This cooperative silylcupration and palladium-catalyzed allylation readily affords trisubstituted alkenylsilanes. Fine-tuning the reaction conditions allows selective access to one stereoisomer over the other. This new methodology tolerates different substituents on both coupling partners with high levels of stereoselectivity. The one-pot reaction involving a Cu(I)/Pd(0) cooperative dual catalyst directly addresses the need to develop more time-efficient and less-wasteful synthetic pathways.
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