P-Chiral Phosphines Enabled by Palladium/Xiao-Phos-Catalyzed Asymmetric P–C Cross-Coupling of Secondary Phosphine Oxides and Aryl Bromides

作者：Qiang Dai, Wenbo Li, Zhiming Li, Junliang Zhang · 发表于：Journal of the American Chemical Society · 年份：2019 · DOI：10.1021/jacs.9b11938 · 被引用次数：209 · 研究领域：Asymmetric Hydrogenation and Catalysis、Asymmetric Synthesis and Catalysis、Catalytic C–H Functionalization Methods

The development of transition-metal-catalyzed methods for the synthesis of P-chiral phosphine derivatives poses a considerable challenge. Herein, we present a direct Pd/Xiao-Phos-catalyzed cross-coupling reaction of easily accessible secondary phosphine oxides and aryl bromides, which provides rapid access to P-chiral phosphine oxides. The reaction proceeds efficiently with a wide array of reaction partners to deliver various tertiary phosphine oxides in up to 96% yield and 97% ee. Moreover, the synthesis of DiPAMP ligand and its analogues was also realized, which demonstrates a suitable pathway to switching the branched chain of DiPAMP.