Efficient utilization of tetrabutylammonium bifluoride in halofluorination reactions

F Camps, E Chamorro, V Gasol…

Index: Camps, F.; Chamorro, E.; Gasol, V.; Guerrero, A. Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4294 - 4298

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Citation Number: 61

Abstract

The halofluorination reaction of a variety of alkenes by using tetrabutylammonium bifluoride (TBABF) in the presence of N-halosuccinimide is described. This process occurs stereospecifically to afford anti addition producta, and with unsymmetrical olefins a marked Markovnikov-type regioselectivity is observed. In some cases, formation of a remarkable amount of the corresponding dihalo derivatives was found, but this undesirable side ...