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Issue 0, 1974
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trans-Cycloalkenes. Part IV. Some aspects of the chemistry of trans-cyclo-octene

Abstract

The following aspects of trans-cyclo-octene chemistry are discussed: (i) proton n.m.r. (including 13C–H satellite) data, (ii) rates of addition of 1,3-dipoles, (iii) cyclo-addition of buta-1,3-diene, (iv) rate of epoxidation with peroxy-acid, (v) stereochemistry of addition of [2H4]acetic acid, and (vi) reaction with benzenesulphenyl chloride. All the results are explicable in terms of the unusual structure of trans-cyclo-octene which possesses a highly torsionally twisted double bond, only one face of which is accessible to attacking reagents.

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Article type: Paper
DOI: 10.1039/P19740002629
Citation: J. Chem. Soc., Perkin Trans. 1, 1974,0, 2629-2632
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    trans-Cycloalkenes. Part IV. Some aspects of the chemistry of trans-cyclo-octene

    K. T. Burgoine, S. G. Davies, M. J. Peagram and G. H. Whitham, J. Chem. Soc., Perkin Trans. 1, 1974, 0, 2629
    DOI: 10.1039/P19740002629

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