Ruthenium-Catalyzed Atropoenantioselective Synthesis of Axial Biaryls via Reductive Amination and Dynamic Kinetic Resolution

被引:27
|
作者
Guo, Donghui [1 ]
Zhang, Jianwei [1 ]
Zhang, Bei [1 ]
Wang, Jian [1 ]
机构
[1] Tsinghua Univ, Minist Educ, Key Lab Bioorgan Phosphorous Chem & Chem Biol, Sch Pharmaceut Sci, Beijing 100084, Peoples R China
基金
中国国家自然科学基金;
关键词
BRONSTED ACID CATALYSIS; ARYL BOND FORMATION; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC CATALYSIS; ATROPOSELECTIVE SYNTHESIS; NATURAL-PRODUCTS; CHIRAL BIARYLS; PRIMARY AMINES; METAL; HYDROGENATION;
D O I
10.1021/acs.orglett.8b02785
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The unprecedented ruthenium-catalyzed atropoenantioselective reductive amination of aldehydes with alkylamines via a cascade transfer hydrogenation and dynamic kinetic resolution strategy is described. This protocol features broad substrate scope and good functional group tolerance and allows the rapid assembly of axially chiral biaryls in good to high yields with high to excellent enantioselectivities. In addition, such structural motifs may have potential applications in enantioselective catalysis as chiral ligands or catalysts.
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页码:6284 / 6288
页数:5
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