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Enantioselective Fluoroarylation Catalyzed by Palladium
Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrens.
J. Am. Chem. Soc. 2014;
16 May 2014 (online)
The authors developed a highly enantioselective palladium-catalyzed fluoroarylation of styrenes bearing an amide-based directing group. The proposed reaction mechanism involves a palladium(IV) intermediate as shown above.
In this reaction, N,N-ligands play a crucial role to afford the fluoroarylated products. Without these ligands only Heck products were obtained. Organic phosphate was added as phase-transfer catalyst to increase the chemical yield.