FeCl3-Catalyzed Ring-Closing Carbonyl-Olefin Metathesis

被引:90
作者
Ma, Lina [1 ]
Li, Wenjuan [1 ]
Xi, Hui [1 ]
Bai, Xiaohui [1 ]
Ma, Enlu [1 ]
Yan, Xiaoyu [1 ]
Li, Zhiping [1 ]
机构
[1] Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China
基金
美国国家科学基金会;
关键词
alkenes; carbocycles; heterocycles; iron; metathesis; ORGANIC-SYNTHESIS; PHOTOPROTOLYTIC OXAMETATHESIS; HETEROCYCLES; ALKYLIDENE; KETONES;
D O I
10.1002/anie.201604349
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:10410 / 10413
页数:4
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