trans-Cycloalkenes. Part IV. Some aspects of the chemistry of trans-cyclo-octene
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2629-2632
- https://doi.org/10.1039/p19740002629
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.Keywords
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