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Synlett 1992; 1992(9): 739-740
DOI: 10.1055/s-1992-21475
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A New Synthesis of 1,1-Difluoro-1,3-dienes via the Coupling Reaction of 2,2-Difluorovinylboranes

Junji Ichikawa* , Chinatsu Ikeura, Toru Minami
  • *Department of Applied Chemistry, Kyushu Institute of Technology, Sensui-cho, Tobata, Kitakyushu 804, Japan
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Publication Date:
08 March 2002 (online)

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2,2,2-Trifluoroethyl p-toluenesulfonate (1) is treated successively with butyllithium and trialkylboranes to generate 1-alkyl-2,2-difluorovinylboranes 3 which in turn undergo stereospecific coupling reactions with 1-alkenyl halides in the presence of copper(I) iodide and a palladium catalyst to afford 1,1-difluoro-1,3-dienes 4 in good yields.