期刊
ORGANIC LETTERS
卷 22, 期 13, 页码 5193-5197出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01813
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-
资金
- Research Grants Council of Hong Kong [CUHK 24301217]
- Chinese University of Hong Kong
- Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
A highly stereoselective palladium(0)-catalyzed hydrodefluorination (HDF) of tetrasubstituted gem-difluoroalkenes is developed. By using catalytic Pd(PPh3)(4) (2.5-5 mol %) and hydrosilane Me2PhSiH, various trisubstituted terminal (E)-monofluoroalkenes can be synthesized with excellent E/Z selectivity (>99:1) and good functional group tolerability. The key stereocontrol should be exerted by an ester-directed C-F bond oxidative addition step in the catalytic cycle.
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