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Diastereoselective Johnson-Corey-Chaykovsky Trifluoroethylidenation

Yaya Duan, Bin Zhou, Jin-Hong Lin, Ji-Chang Xiao

Chem Commun (Camb). 2015 Aug 25;51(66):13127-30.

PMID: 26189644

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP111281120 (4-Phenylthiophenyl)diphenylsulfonium triflate (4-Phenylthiophenyl)diphenylsulfonium triflate 111281-12-0 Price
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