Diversified Synthesis of All-Carbon Quaternary gem-Difluorinated Cyclopropanes via Copper-Catalyzed Cross-Coupling

The construction of all-carbon quaternary centers in small-ring systems is important but challenging in organic synthesis. Herein, by taking gem-difluorocyclopropyl bromides (DFCBs) as a type of general and versatile building block, we developed a practical method for building all-carbon quaternary...

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Veröffentlicht in:Organic letters 2023-04, Vol.25 (15), p.2674-2679
Hauptverfasser: Li, Bin, Shi, Jiang-Ling, Xia, Ying
Format: Artikel
Sprache:eng
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Zusammenfassung:The construction of all-carbon quaternary centers in small-ring systems is important but challenging in organic synthesis. Herein, by taking gem-difluorocyclopropyl bromides (DFCBs) as a type of general and versatile building block, we developed a practical method for building all-carbon quaternary centers in gem-difluorinated cyclopropanes (DFCs). The reaction relies on the involvement of a gem-difluorocyclopropyl radical intermediate, which can couple with a wide range of nucleophiles under copper catalysis.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00751