The Journal of organic chemistry

Palladium-Catalyzed α-Arylation of Zinc Enolates of Esters: Reaction Conditions and Substrate Scope

T Hama, S Ge, JF Hartwig

Index: Hama, Takuo; Ge, Shaozhong; Hartwig, John F. Journal of Organic Chemistry, 2013 , vol. 78, # 17 p. 8250 - 8266

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Citation Number: 27

Abstract

The intermolecular α-arylation of esters by palladium-catalyzed coupling of aryl bromides with zinc enolates of esters is reported. Reactions of three different types of zinc enolates have been developed. α-Arylation of esters occurs in high yields with isolated Reformatsky reagents, with Reformatsky reagents generated from α-bromo esters and activated zinc, and with zinc enolates generated by quenching alkali metal enolates of esters with zinc ...