doi: 10.1039/c5cc04991a.
Diastereoselective Johnson-Corey-Chaykovsky trifluoroethylidenation
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- PMID: 26189644
- DOI: 10.1039/c5cc04991a
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Diastereoselective Johnson-Corey-Chaykovsky trifluoroethylidenation
Chem Commun (Camb).
.
Abstract
(2,2,2-Trifluoroethyl)diphenylsulfonium triflate was found to be an efficient ylide reagent for the Johnson-Corey-Chaykovsky reaction to afford trifluoromethyl epoxides, cyclopropanes and aziridines. Interestingly, excellent but different diastereoselectivity was observed for these transformations. Both trifluoromethyl epoxides and cyclopropanes were obtained with trans-selectivity, whereas aziridines were obtained with cis-selectivity.
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