Copper-catalyzed enantioselective intramolecular aryl C-N coupling: synthesis of enantioenriched 2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamides via an asymmetric desymmetrization strategy.

Copper-catalyzed enantioselective intramolecular aryl C-N coupling: synthesis of enantioenriched 2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamides via an asymmetric desymmetrization strategy.
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DOI:
10.1021/ol5035386
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发表时间:
2015-01
期刊:
影响因子:
5.2
通讯作者:
Nian He;Yanping Huo;Jianguang Liu;Yusha Huang;Shasha Zhang;Q. Cai
Nian He;Yanping Huo;Jianguang Liu;Yusha Huang;Shasha Zhang;Q. Cai
中科院分区:
化学1区
文献类型:
--
作者:
Nian He;Yanping Huo;Jianguang Liu;Yusha Huang;Shasha Zhang;Q. Cai

文献摘要

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通过铜催化的分子内芳基C-N对映选择性偶联反应,证明了丙二酰胺中两个亲核酰胺基团的分化是基于不对称去对称策略的。该方法可获得对映体富集的2-氧-1,2,3,4-四氢喹啉-3-羧基酰胺,收率高,对映体选择性中等至良好。
The differentiation of two nucleophilic amide groups in malonamides through a copper-catalyzed enantioselective intramolecular aryl C-N coupling reaction is demonstrated based on an asymmetric desymmetrization strategy. Such a method afforded enantioenriched 2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamides in high yields and moderate to good enantioselectivity.