Enantioselective Synthesis of Planar Chiral Pyridoferrocenes via Palladium-Catalyzed Imidoylative Cyclization Reactions

被引:61
作者
Luo, Shuang [1 ,2 ]
Xiong, Zhuang [1 ,2 ]
Lu, Yongzhi [1 ,2 ]
Zhu, Qiang [1 ,2 ]
机构
[1] Chinese Acad Sci, Guangzhou Inst Biomed & Hlth, State Key Lab Resp Dis, 190 Kaiyuan Ave, Guangzhou 510530, Guangdong, Peoples R China
[2] Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
BUTYL ISOCYANIDE INSERTION; H BOND ACTIVATION; 3-COMPONENT REACTION; MIGRATORY INSERTION; FERROCENES; DERIVATIVES; SILYLATION; ARYLATION; BROMOALKYNES; CARBODIIMIDE;
D O I
10.1021/acs.orglett.8b00348
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient synthesis of planar chiral pyrido[3,4-b] ferrocenes by a palladium-catalyzed enantioselective isocyanide insertion/desymmetric C(sp(2))-H bond activation reaction was developed. Various planar chiral pyridoferrocenes were obtained in high yields with good to excellent enantioselectivity under mild conditions (up to 99% yield, 99% ee), enabled by a unique SPINOL-derived phosphoramidite ligand.
引用
收藏
页码:1837 / 1840
页数:4
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