期刊
ACS CATALYSIS
卷 10, 期 3, 页码 1954-1960出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.9b05264
关键词
enantioselective; hydrofluorination; palladium-catalyzed; Pd-H species; in situ NMR
资金
- National Nature Science Foundation of China [21871251, 21874158]
- Biological Resources Programme, Chinese Academy of Sciences [KFJ-BRP-008]
- Sichuan Sci & Tech Department [2016JZ0022]
- Natural Science Foundation of Hubei Province [2019CFA072]
Hydrofluorination of simple alkenes is an attractive strategy to prepare fluorine-containing molecules. However, the catalytic asymmetric hydrofluorination remains an ongoing challenge. Here, we describe a palladium(II)-catalyzed enantioselective hydrofluorination of alkenylarenes, by employing sulfoxide phosphine (SOP) as a chiral ligand, triarylphosphine as a secondary ligand, Selectfluor as a fluorine source, and trihexylsilane as a hydride source. Under the optimal reaction conditions, a range of chiral benzyl fluorides bearing different functional groups are obtained in good yields (up to 80%) with high enantiopurity (having an enantiomeric ratio of up to 94:6). Some mechanistic insight of this reaction is obtained using in situ one-and two-dimensional H-1-P-31 HMBC nuclear magnetic resonance spectroscopy and a catalytic cycle is proposed.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据