Fluorine containing cyclopropanes: synthesis of aryl substituted all- 1,2,3-trifluorocyclopropanes, a facially polar motif

The syntheses of substituted all- cis -1,2,3-trifluorocyclopropanes are described for the first time. The three fluorines located on each of the cyclopropyl carbons with a stereochemistry where they are all on the same face of the cyclopropane, imparts a significant polarity to the molecule, and the...

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Published in:Chemical communications (Cambridge, England) England), 2019-08, Vol.55 (71), p.1539-1542
Main Authors: Fang, Zeguo, Cordes, David B, Slawin, Alexandra M. Z, O'Hagan, David
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Summary:The syntheses of substituted all- cis -1,2,3-trifluorocyclopropanes are described for the first time. The three fluorines located on each of the cyclopropyl carbons with a stereochemistry where they are all on the same face of the cyclopropane, imparts a significant polarity to the molecule, and the inherent conformational rigidity and lowering of log P makes this motif attractive for exploration as a substituent for pharmaceuticals and agrochemicals research. The syntheses of substituted all- cis -1,2,3-trifluorocyclopropanes are described for the first time.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc05749h