β,γ-不饱和-α-酮酸酯参与的[3+3]环加成反应:多取代四氢吡啶类化合物的多样化合成  

[3+3]Cycloaddition ofβ,γ-Unsaturated-α-Ketoesters:The Diversified Synthesis of Polysubstituted Tetrahydropyridines

作　　者：周正杨 李明 南光明[1] Zhou Zhengyang;Li Ming;Nan Guangming(College of Chemistry and Chemical Engineering,Yili Normal University,Yili 835000,China;School of Chemistry and Molecular Engineering,Qingdao University of Science and Technology,Qingdao 266011,China)

机构地区：[1]伊犁师范大学化学化工学院,新疆伊犁835000 [2]青岛科技大学化学与分子工程学院,山东青岛266011

出　　处：《山东化工》2024年第16期70-73,共4页Shandong Chemical Industry

摘　　要：多取代四氢吡啶类化合物是一类重要的含氮杂环骨架,广泛存在于天然产物中,还可以通过简单反应转化为其他含氮杂环化合物,因此其多样化合成方法始终是化学家研究热点。通过β,γ-不饱和-α-酮酸酯与烯胺类化合物的[3+3]环加成反应,对一系列含多个手性中心的多取代1,2,3,4-四氢吡啶类化合物进行了多样化合成,产率最高可达92%,非对映选择性最高可达>20∶1。Polysubstituted tetrahydropyridine compounds are important nitrogen-containing heterocyclic skeletons,which are widely existed in natural products.They can also be converted into other nitrogen-containing heterocyclic compounds through simple reactions.Therefore,their diversified synthesis methods have always been a research hotspot for chemists.Through the[3+3]cycloaddition reaction ofβ,γ-unsaturated-α-ketoesters with enamines,a series of multi-substituted 1,2,3,4-tetrahydropyridine compounds containing multiple chiral centers were synthesized with up to 92%yield and with up to>20∶1.

关 键 词：四氢吡啶 [3+3]环加成反应 β γ-不饱和-α-酮酸酯 

分 类 号：O626.3[理学—有机化学]