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Vinyliodonium salts : their stereospecific synthesis and reactions as the activated vinyl halides

✍ Scribed by Masahito Ochiai; Kenzo Sumi; Yoshimitsu Nagao; Eiichi Fujita

Book ID: 104226956
Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 229 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)95096-2

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✦ Synopsis

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 a-cyan0 and o-nitro olefins, vinyl sulfides, vinyl halides, and a,B-unsaturated esters, were prepared from 2 under mild reaction conditions.

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