Vinyliodonium salts : their stereospecific synthesis and reactions as the activated vinyl halides |
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Authors: | Masahito Ochiai Kenzo Sumi Yoshimitsu Nagao Eiichi Fujita |
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Affiliation: | Institute for Chemical Research, Kyoto University, Uji, Kyoto-Fu 611, Japan |
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Abstract: | Vinyliodonium salts were synthesized from vinylsilanes by the reaction with iodosylbenzene and triethyloxonium tetrafluoroborate. The reaction occurs stereospecifically with retention of configuration. Vinyliodonium salts 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 under mild reaction conditions. |
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