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As a special class of cyclopropanes, gem -difluorinated cyclopropanes have many fascinating properties as a result of the gem -difluoro substitution; thus, their reactions have received much attention from the synthetic chemistry community. Recently, gem -difluorinated cyclopropanes have gradually emerged as a type of novel and unique fluorinated allylic synthon in cross-coupling reactions for the synthesis of monofluoroalkenes. Herein, we briefly summarize recent advances in transition-metal-catalyzed reactions of gem -difluorinated cyclopropanes. 1 Introduction 2 Palladium-Catalyzed Reactions with Linear Selectivity 3 Palladium-Catalyzed Reactions with Branched Selectivity 4 Other Metal-Catalyzed Reactions 5 Conclusions [ABSTRACT FROM AUTHOR]

Gem -difluorinated cyclopropanes have become an important type of allyl surrogate in transition-metal-catalyzed ring-opening processes, as demonstrated recently through various important advances, especially with palladium catalysis. The versatile fluorinated allyl species generated in this way from gem -difluorinated cyclopropanes exhibit unique advantages compared with conventional allyl sources. By using gem -difluorinated cyclopropanes as allyl surrogates, we achieved a direct allylation of simple arenes through rhodium catalysis under mild conditions. This transformation permits directing-group-free allylation of simple arenes, including electron-neutral, electron-rich, and electron-deficient ones. Here, we give a brief introduction to this area and we discuss our thoughts regarding our recent work and its design. 1 Introduction 2 Our Design 3 Condition Optimization and Substrate Scope 4 Applications in Synthesis 5 Mechanistic Discussions 6 Conclusion and Outlook [ABSTRACT FROM AUTHOR]