Fluorinated tertiary alcohols and alkoxides from nucleophilic trifluoromethylation of carbonyl compounds

SP Kotun, JDO Anderson…

Index: Kotun, Stefan P.; Anderson, John D. O.; DesMarteau, Darryl D. Journal of Organic Chemistry, 1992 , vol. 57, # 4 p. 1124 - 1131

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Citation Number: 37

Abstract

(CH3) 3SiCF3 reacts with fluoro ketones in the presence of excess KF in CH3CN to produce alkoxides derived from formal addition of CF3-to the carbonyl carbon. These alkoxides may be isolated as such or acidified to the corresponding alcohols. Ketones to which this technique was applied include (CF3) &= 0, CF3C (0) CF2Cl, CF3C (O) CFZH, and [(CF3) 2CF] 2C= O. The last compound reads with replacement of one of ita perfluoroisopropyl ...