Department of Chemistry, Renmin University of China, Beijing, 100872, China.
Angew Chem Int Ed Engl. 2016 Aug 22;55(35):10410-3. doi: 10.1002/anie.201604349. Epub 2016 Jul 19.
Exploiting catalytic carbonyl-olefin metathesis is an ongoing challenge in organic synthesis. Reported herein is an FeCl3 -catalyzed ring-closing carbonyl-olefin metathesis. The protocol allows access to a range of carbo-/heterocyclic alkenes with good efficiency and excellent trans diastereoselectivity. The methodology presents one of the rare examples of catalytic ring-closing carbonyl-olefin metathesis. This process is proposed to take place by FeCl3 -catalyzed oxetane formation followed by retro-ring-opening to deliver metathesis products.
在有机合成中,利用催化羰基-烯烃复分解反应是一个持续的挑战。本文报道了一种三氯化铁(FeCl3)催化的闭环羰基-烯烃复分解反应。该方案可高效、高非对映选择性地获得一系列碳环/杂环烯烃。该方法代表了催化闭环羰基-烯烃复分解反应的罕见实例之一。该过程被认为是通过 FeCl3 催化环氧化合物形成,然后反环开环来得到复分解产物。