The Journal of Organic Chemistry

Regioselective Conversions of 1-Phenyl-Substituted Acetylenes to. alpha.,. alpha.-Difluoro Ketones with" F-TEDA-BF4"

M Zupan, J Iskra, S Stavber

Index: Zupan, Marko; Iskra, Jernej; Stavber, Stojan Journal of Organic Chemistry, 1995 , vol. 60, # 1 p. 259 - 260

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Citation Number: 42

Abstract

Studies of electrophilic additions to acetylenic systems have been few in comparison to the studies of olefinic systems. In spite of the obvious structural analogies between double and triple carbon-carbon bonds, triple bonds are less reactive toward electrophilic reagents than double bonds by as much as a factor lo5. This is due to the differential ease of formation of carbonium ions and vinyl cations under the conditions of electrophilic addition.'It has been ...