College of Chemistry and Chemical Engineering , Liaocheng University , Liaocheng , Shandong 252059 , China.
Org Lett. 2018 Jul 20;20(14):4371-4374. doi: 10.1021/acs.orglett.8b01862. Epub 2018 Jul 5.
A versatile Lewis acid catalyzed tandem cyclization of in situ generated alkynyl o-quinone methides ( o-AQMs) with electron-rich phenols has been developed on the basis of the mode involving an intermolecular 1,4-conjugate addition/6-endo cyclization/1,3-aryl shift/intramolecular 1,4-conjugate addition cascade. This reaction provides a new method for expeditious assembly of synthetically and biologically interesting tetracyclic bridged dioxabicyclo[3.3.1]nonane skeletons featuring a congested bridgehead oxa-quaternary stereocenter.
一种多功能路易斯酸催化的串联环化反应，基于涉及分子间 1,4-共轭加成/6-endo 环化/1,3-芳基迁移/分子内 1,4-共轭加成级联反应的模式，实现了原位生成的炔基邻醌甲醚（o-AQMs）与富电子苯酚的反应。该反应为快速构建具有拥挤桥头氧季碳立体中心的合成和生物相关的四环桥连二氧杂双环[3.3.1]壬烷骨架提供了一种新方法。
