Journal
ORGANIC LETTERS
Volume 20, Issue 7, Pages 1924-1927Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00471
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Funding
- Key Project of Chinese National Programs for Fundamental Research and Development [2016YFA0602900]
- National Natural Science Foundation of China [21472250]
- 1000-Youth Talents Plan
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A reductive cross-coupling of gem-difluoroalkenes with diverse unactivated and heteroatom substituted olefins through a Fe-catalyzed hydrogen atom transfer (HAT) strategy is reported. Different from the previous HAT-type olefin cross coupling reactions, the presence of a fluorine atom in the molecule results in a stereoselective beta-F deavage, leading to a C(sp(2))-C(sp(3)) bond formation. A wide variety of alkylated monofluoroalkenes were obtained in good efficiency with excellent Z selectivity under air- and water-tolerant reaction conditions. A similar defluorinative coupling reaction of monofluoroalkenes was also realized.
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