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
生物化学
结构工程
工程类
作者
Tong Li,Linlin Shi,Xiaofang 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
被引量:20
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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