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Synthesis of Chiral Exocyclic Amines by Asymmetric Hydrogenation of Aromatic Quinolin-3-amines
Cai, Xian-Feng1,2; Guo, Ran-Ning1; Chen, Mu-Wang1; Shi, Lei1; Zhou, Yong-Gui1
关键词Aromatic Amines Asymmetric Hydrogenation Chirality Exocyclic Amines
刊名CHEMISTRY-A EUROPEAN JOURNAL
2014-06-10
DOI10.1002/chem.201402592
20期:24页:7245-7248
收录类别SCI ; IC ; CCR
文章类型Article
WOS标题词Science & Technology ; Physical Sciences
类目[WOS]Chemistry, Multidisciplinary
研究领域[WOS]Chemistry
关键词[WOS]IRIDIUM-CATALYZED HYDROGENATION ; 2 CONTIGUOUS STEREOCENTERS ; ENANTIOSELECTIVE HYDROGENATION ; HETEROAROMATIC-COMPOUNDS ; ISOQUINOLINIUM SALTS ; FACILE ACCESS ; QUINOLINES ; QUINOXALINES ; REDUCTION ; EFFICIENT
英文摘要Asymmetric hydrogenation of aromatic quinolin-3-amines was successfully developed with up to 94% enantiomeric excess (ee). Introduction of the phthaloyl moiety to the amino group is crucial to eliminate the inhibition effect caused by the substrate and product, to activate the aromatic ring, and to improve the diastereo-selectivity. This new methodology provides direct and facile access to chiral exocyclic amines. Notably, this report is the first on the highly enantioselective hydrogenation of aromatic amines.
语种英语
WOS记录号WOS:000337617500008
引用统计
被引频次:15[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/145735
专题中国科学院大连化学物理研究所
作者单位1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
2.Dalian Univ Technol, Dept Chem, Dalian 116012, Peoples R China
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GB/T 7714
Cai, Xian-Feng,Guo, Ran-Ning,Chen, Mu-Wang,et al. Synthesis of Chiral Exocyclic Amines by Asymmetric Hydrogenation of Aromatic Quinolin-3-amines[J]. CHEMISTRY-A EUROPEAN JOURNAL,2014,20(24):7245-7248.
APA Cai, Xian-Feng,Guo, Ran-Ning,Chen, Mu-Wang,Shi, Lei,&Zhou, Yong-Gui.(2014).Synthesis of Chiral Exocyclic Amines by Asymmetric Hydrogenation of Aromatic Quinolin-3-amines.CHEMISTRY-A EUROPEAN JOURNAL,20(24),7245-7248.
MLA Cai, Xian-Feng,et al."Synthesis of Chiral Exocyclic Amines by Asymmetric Hydrogenation of Aromatic Quinolin-3-amines".CHEMISTRY-A EUROPEAN JOURNAL 20.24(2014):7245-7248.
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