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The reaction of 1-(trifluoromethyl)alkenes (CF3CH=CHR) with arylboroxines (ArBO)3 in the presence of a chiral diene-rhodium catalyst gave high yields of chiral 1,1-difluoroalkenes (CF2=CHC*HArR) with high enantioselectivity (≥95% ee). The reaction is assumed to proceed through β-fluoride elimination of a β,β,β-trifluoroalkylrhodium intermediate that is generated by arylrhodation of the 1-(trifluoromethyl)alkene.
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Huang et al. (2016) studied this question.
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