化学
废止
阿托品
部分
催化作用
轴手性
轴对称性
组合化学
配体(生物化学)
钴
药物化学
立体化学
有机化学
对映选择合成
受体
工程类
结构工程
生物化学
作者
Tong Li,Linlin Shi,Xianfeng Zhao,Jianli Wang,Xiao-Ju Si,Dandan Yang,Mao‐Ping Song,Jun‐Long Niu
出处
期刊:Organic Letters
[American Chemical Society]
日期:2023-07-10
卷期号:25 (28): 5191-5196
标识
DOI:10.1021/acs.orglett.3c01617
摘要
Herein, the atroposelective construction of five-six heterobiaryl skeleton-based C–N chiral axis has been successfully accomplished via a Co-catalyzed C–H bond activation and annulation process, in which the isonitrile was employed as the C1 source and the 8-aminoquinoline moiety served as both directing group and integral part of C–N atropisomers, respectively. This conversion can be effectively carried out in an environmentally friendly oxygen atmosphere, generating the target axial heterobiaryls with excellent reactivities and enantioselectivities (up to >99% ee) in the absence of any additives, and the obtained 3-iminoisoindolinone products with a five membered N-heterocycle exhibit high atropostability. Additionally, the C–N axially chiral monophosphine backbones derived from this protocol possess the potential to become an alternative ligand platform.
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