A New Synthesis of 1,1-Difluoro-1,3-dienes via the Coupling Reaction of 2,2-Difluorovinylboranes

Abstract
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.

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