Selectivity in Rh-catalysis with gem -difluorinated cyclopropanes

Small-ring chemistry is a fascinating field in organic chemistry. -Difluorinated cyclopropanes, a unique class of cyclopropanes, have garnered significant interest due to their intrinsic high reactivity. In this context, -difluorinated cyclopropanes have been extensively investigated as fluoroallyli...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2024-04, Vol.60 (28), p.3764-3773
Main Authors: Zeng, Yaxin, Jiang, Zhong-Tao, Xia, Ying
Format: Article
Language:English
Subjects:
Catalysis
Chemical reactions
Chemical synthesis
Cross coupling
Cyclopropane
Enantiomers
Organic chemistry
Organic compounds
Reaction mechanisms
Regioselectivity
Rhodium
Ring opening
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Summary:Small-ring chemistry is a fascinating field in organic chemistry. -Difluorinated cyclopropanes, a unique class of cyclopropanes, have garnered significant interest due to their intrinsic high reactivity. In this context, -difluorinated cyclopropanes have been extensively investigated as fluoroallylic synthons in Pd-catalyzed ring-opening/cross-coupling reactions for the synthesis of monofluoroalkenes with linear or branched selectivity. In contrast, Rh-catalysis has revealed diverse selectivity in the reaction of -difluorinated cyclopropanes, such as regioselectivity, enantioselectivity, and chemoselectivity. This feature article aims to summarize our efforts towards developing Rh-catalyzed reactions of -difluorinated cyclopropanes, briefly discussing the design, selectivity, reaction mechanisms and future research prospects.
ISSN:1359-7345
1364-548X
DOI:10.1039/d4cc00793j