立体中心
化学
对映选择合成
钯
组合化学
分子间力
立体化学
催化作用
键裂
分子
有机化学
作者
Liangzhi Pang,Chun Wang,C Ma,Jiaojiao Liu,Mengxiao Shi,Chuan‐Zhi Yao,Jie Yu,Qiankun Li
标识
DOI:10.1021/acs.orglett.3c02998
摘要
Chiral P,N-ligands are of great interest and importance in the fields of metal-catalyzed enantioselective transformations and have found numerous applications spanning drug and polymer synthesis. Here, modular assembly of diverse P-stereogenic and axially chiral phosphinooxazoles ligands is achieved through palladium-catalyzed asymmetric cleavage of C-P bond/intermolecular C-H bond functionalization in high atroposelectivities and diastereoselectivities of up to >99% ee and >25:1 dr. This protocol features broad substrate scope and provides an avenue for facile construction of new P-stereogenic and axially chiral phosphinooxazoles ligands directly from the phosphonium salts and benzoxazoles/benzothiazoles. Evaluation of the synthesized P-stereogenic and axially chiral phosphinooxazoles ligands in two model catalytic asymmetric reactions illustrates the potential of our strategy to access valuable chiral molecules.
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