First asymmetric intermolecular bromoesterification catalyzed by chiral Brønsted acid

作者:Guang-xun Li; Qing-quan Fu; Xiao-mei Zhang; Jun Jiang; Zhuo Tang
来源:Tetrahedron: Asymmetry , 2012, 23(3–4): 245-251.

摘要


The first successful enantioselective intermolecular bromoesterification was realized by using a chiral phosphoric acid as a catalyst. The reaction was optimized after screening 2-aminopyridine based basic catalysts, cinchona alkaloid based basic catalysts, and binol backbone based Brønsted acid catalysts. Up to 70% ee and a moderate yield were achieved under the optimized condition. An ion-pair mechanism has been suggested in order to explain the reaction results.

全文