Journal
ORGANIC LETTERS
Volume 21, Issue 14, Pages 5645-5649Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01979
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Funding
- National Key R&D Program of China [2017YFA0303502, 2018YFB1501600]
- National Natural Science Foundation of China [21572212, 21732006, 21702200, 51821006]
- Strategic Priority Research Program of CAS [XDA21060101, XDB20000000]
- Major Program of Development Foundation of Hefei Centre for Physical Science and Technology [2017FXZY001]
- CAS President's International Fellowship Initiative
- Fundamental Research Funds for the Central Universities
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A palladium-catalyzed cross-coupling of gem-difluorinated cyclopropanes with boronic acids, providing the corresponding arylated/alkenylated/alkylated 2-fluoroallylic scaffolds, is generated. This new approach has good functional group compatibility for both gem-difluorinated cyclopropanes and boronic acids; thus, an array of synthetic building blocks of monofluoroalkene scaffolds including conjugated fluorodiene and skipped fluorodiene gave good yields with high Z-selectivity. Moreover, proficient application was described for monofluoroalkene, whereas the corresponding alkyl fluoride was constructed through hydrogenation.
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