Zheng Haifeng, Wang Yan, Xu Chaoran, Xiong Qian, Lin Lili, Feng Xiaoming
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, 610064, China.
Angew Chem Int Ed Engl. 2019 Apr 8;58(16):5327-5331. doi: 10.1002/anie.201900421. Epub 2019 Mar 4.
We report the combination of transition-metal-catalyzed diversified cycloisomerization of 1,6-enynes with chiral Lewis acid promoted asymmetric Diels-Alder reaction to realize asymmetric cycloisomerization/Diels-Alder relay reactions of 1,6-enynes with electron-deficient alkenes. A broad spectrum of chiral [5,6]-bicyclic products could be acquired in high yields (up to 99 %) with excellent diastereoselectivy (>19:1 dr) and enantioselectivity (up to 99 % ee).
我们报道了过渡金属催化的1,6-烯炔的多样化环异构化与手性路易斯酸促进的不对称狄尔斯-阿尔德反应相结合，以实现1,6-烯炔与缺电子烯烃的不对称环异构化/狄尔斯-阿尔德接力反应。可以以高产率（高达99%）获得多种手性[5,6]-双环产物，具有优异的非对映选择性（>19:1 dr）和对映选择性（高达99% ee）。
