Enantioselective Synthesis of Indole-Based Biaryl Atropisomers via Palladium-Catalyzed Dynamic Kinetic Intramolecular C-H Cyclization

被引：153
|
作者：
He, Congfa
Hou, Mengqing
Zhu, Zixi
Gu, Zhenhua [1 ]
机构：
[1] Univ Sci & Technol China, Dept Chem, 96 Jinzhai Rd, Hefei 230026, Anhui, Peoples R China
来源：
ACS CATALYSIS | 2017年 / 7卷 / 08期
关键词：
atropisomer; homogeneous catalysis; palladium; C-H cyclization; indole; AXIALLY CHIRAL BIARYLS; ASYMMETRIC TRANSFER HYDROGENATION; MIYAURA COUPLING REACTION; ATROPOSELECTIVE SYNTHESIS; 2+2+2 CYCLOADDITION; EFFICIENT SYNTHESIS; NATURAL-PRODUCTS; RESOLUTION; LIGANDS; OLEFINATION;
D O I：
10.1021/acscatal.7b01855
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
We report here a palladium-catalyzed enantioselective synthesis of indole-based atropisomers via an intramolecular dynamic kinetic C-H cyclization. The TADDOL-derived phosphoramidite ligand proves to be most efficient in this directing-group-free transformation, delivering products with up to 96:4 er. The thermal stability of the axial chirality of the atropisomers has also been investigated.
引用
收藏
页码：5316 / 5320
页数：5
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