American Chemical Society
Browse

Monodentate Phosphorus Ligand-Enabled General Palladium-Catalyzed Allylic C–H Alkylation of Terminal Alkenes

Download (5.5 MB)
journal contribution
posted on 2019-08-12, 15:09 authored by Lian-Feng Fan, Pu-Sheng Wang, Liu-Zhu Gong
Monodentate phosphorus ligands have been found to enable the palladium-catalyzed allylic C–H alkylation reaction of terminal alkenes with a wide variety of carbon nucleophiles. Moreover, an asymmetric allylic C–H alkylation of terminal alkenes with pyrazol-5-ones has been established in the presence of chiral phosphoramidite ligand and chiral phosphoric acid as co-catalyst. Mechanistic studies suggest that a ternary Pd(0) complex, coordinated with a monodentate phosphorus ligand, benzoquinone, and alkene, is most likely to be an active species.

History