Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 11, Pages 7797-7805Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c00570
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Funding
- NSFC [21901074, 81660576]
- Ministry of Education (PCSIRT)
- Fundamental Research Funds for the Central Universities
- projects of Guizhou province [Qian Ke He Zi [2019]1402, [2019]5407, ZK[2021] general560]
- projects of Guizhou University of Traditional Chinese Medicine [[2019] 121, [2020]49]
- open foundation of Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education [rdzh2020003]
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The O-site reactivity of difluoroenoxysilanes has been reported for the first time, allowing for the direct construction of versatile gem-difluoroalkenes through an highly efficient addition reaction with ketenes. A series of valuable gem-difluoroenol esters were synthesized in good to excellent yields, showcasing the synthetic versatility of this method through gram-scale synthesis and good functional group tolerance.
The O-site reactivity of difluoroenoxysilanes is disclosed for the first time, which enabled the direct construction of versatile gem-difluoroalkenes through an unprecedented highly efficient addition reaction with ketenes. A series of valuable gem-difluoroenol esters were achieved in good to excellent yields. The synthetic versatility of this protocol is further demonstrated by the gram-scale synthesis and good functional group tolerance.
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