Abstract

Treatment of 2-substituted 3,3-dichloro-1,1,1-trifluoropropan-2-ols with organolithium reagents R 2Li in THF at −98°C stereoselectively produces 2,3-disubstituted 2-lithio-3-trifluoromethyloxiranes with Li and CF 3 cis. The reagents react with electrophiles El-X or organoboranes R 3BR 2 to give CF 3-containing tri- and tetrasubstituted oxiranes or tetrasubstituted alkenes, respectively, with high diastereoselectivities.

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