Tetrahedron letters

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

M Ochiai, K Sumi, Y Nagao, E Fujita

Index: Ochiai, Masahito; Sumi, Kenzo; Nagao, Yoshimitsu; Fujita, Eiichi Tetrahedron Letters, 1985 , vol. 26, # 19 p. 2351 - 2354

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Citation Number: 64

Abstract

Summary: 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 ...

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