Abstract
Vinyliodonium salts 2 were synthesized from vinylsilanes 1 by the reaction with iodosylbenzene and triethyloxonium tetrafluoroborate. The reaction occurs stereospecifically with retention of configuration. Vinyliodonium salts 2 are highly effective as the activated species of vinyl iodides. Thus, a variety of substituted olefins including α-cyano and α-nitro olefins, vinyl sulfides, vinyl halides, and α,β-unsaturated esters, were prepared from 2 under mild reaction conditions.
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