Enantioselective Construction of [6,5,6]-Carbocyclic Systems by Organo/Metal-Catalyzed Sequential Reactions

被引：14

作者：

Wu, Xiang ^{[1
]}

Li, Ming-Li

Chen, Dian-Feng

Chen, Shu-Sen

机构：

[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 10期

基金：

中国博士后科学基金;

关键词：

DIELS-ALDER REACTIONS; GIBBERELLIC-ACID; GOLD CATALYSIS; ALPHA; BETA-UNSATURATED KETONES; TRANSITION-METAL; AMINE CATALYSIS; TAIWANIAQUINOIDS; ROUTE; (+/-)-TAIWANIAQUINOL-B; (+/-)-DICHROANAL-B;

D O I：

10.1021/jo5006729

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient strategy for the enantioselective construction of [6,5,6]-carbocyclic compounds has been established via one-pot reaction of (E)-4-(2-ethynylphenyl)but-3-en-2-ones with maleimide sequentially catalyzed by cinchona alkaloid-based primary amine and gold complex (Ph3PAuNTf2). This methodology provided a facile approach to access the [6,5,6]-tricyclic skeleton in fairly good yield and with perfect enantioselectivities (98% to >99% ee).

引用

页码：4743 / 4750

页数：8

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