P-Chiral Phosphines Enabled by Palladium/Xiao-Phos-Catalyzed Asymmetric P-C Cross-Coupling of Secondary Phosphine Oxides and Aryl Bromides
P-Chiral Phosphines Enabled by Palladium/Xiao-Phos-Catalyzed Asymmetric P-C Cross-Coupling of Secondary Phosphine Oxides and Aryl Bromides
复制标题
钯/小磷催化的二级氧化膦和芳基溴化物的不对称 P-C 交叉偶联实现对手性膦
DOI：
10.1021/jacs.9b11938
复制
发表时间：
2019-12-25
影响因子：
15
通讯作者：
Zhang, Junliang
中科院分区：
文献类型：
--
作者：
Dai, Qiang;Li, Wenbo;Zhang, Junliang
开发过渡金属催化合成 P-手性膦衍生物的方法提出了相当大的挑战。在此，我们提出了一种容易获得的仲氧化膦和芳基溴化物的直接 Pd/Xiao-Phos 催化的交叉偶联反应，该反应提供了快速获得 P-手性氧化膦的方法。该反应与多种反应伙伴一起有效进行，以高达 96% 的收率和 97% ee 生成各种叔膦氧化物。此外，还实现了DiPAMP配体及其类似物的合成，这为转换DiPAMP支链提供了一条合适的途径。
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.