Issue 0, 1982
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Cycloelimination of β-silylethyl sulphoxides: alkene, alkyne, and vinyl-silane-forming reactions

Ian Fleming,   Jon Goldhill  and  David A. Parry  

Abstract

The cycloelimination (1)→(3) of trimethylsilyl sulphenate from a β-silylethyl sulphoxide is slightly faster than the corresponding cycloelimination (2)→(3) of sulphenic acid itself. The former type of reaction can be used to form acetylenes [e.g.(24)→(25)]. However, this pathway is only followed when there is no hydrogen on the β-carbon; when there is such a hydrogen, the elimination of sulphenic acid (8)→(10) takes place, because the silyl group substantially speeds up the abstraction of the hydrogen atom adjacent to it.

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Article information

DOI
https://doi.org/10.1039/P19820001563
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1982, 1563-1569

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Cycloelimination of β-silylethyl sulphoxides: alkene, alkyne, and vinyl-silane-forming reactions

I. Fleming, J. Goldhill and D. A. Parry, J. Chem. Soc., Perkin Trans. 1, 1982, 1563 DOI: 10.1039/P19820001563

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