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Atroposelective sp3 C—H Coupling for Kinetic Resolution of Thioanilide Atropisomers
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2021-08-26 , DOI: 10.1002/cjoc.202100466
Hua‐Jie Jiang 1 , Rui‐Long Geng 1 , Jia‐Hui Wei 1 , Liu‐Zhu Gong 1, 2
Affiliation  

A highly efficient kinetic resolution of racemic thioanilide atropisomers via C(sp3)−H arylation has been achieved by a hybrid palladium catalyst bearing an anionic chiral CoIII-complex and a phosphoramidite ligand, leading to both enantioenriched atropisomeric arylation thioanilides (up to 99% ee) and N-Me atropisomeric thioanilides (up to 99% ee), simultaneously. The remained enantioenriched substrates can be arylated again by using an achiral anionic ligand to give the enantiomer with the opposite configuration.image

中文翻译:

用于硫代苯胺阻转异构体动力学拆分的阻转选择性 sp3 C-H 偶联

通过带有阴离子手性 Co III配合物和亚磷酰胺配体的混合钯催化剂,通过 C(sp 3 )-H 芳基化实现了外消旋硫代苯胺阻转异构体的高效动力学拆分,导致两种对映体富集的阻转异构芳基化硫代苯胺(高达 99 % ee) 和 N-Me 阻转异构硫代苯胺(高达 99% ee),同时。剩余的富含对映体的底物可以通过使用非手性阴离子配体再次芳基化,得到具有相反构型的对映异构体。图片
更新日期:2021-08-26
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