Reaction of t-butoxy radicals with cyclic alkenes studied by the nitroxide radical-trapping technique

W. Ken Busfield, Darren I. Grice, Ian D. Jenkins, Sun H. Thang

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The pattern of reactions occurring between t- butoxy radicals and a number of cyclic alkenes has been investigated by the nitroxide radical-trapping technique. The major reaction pathway is allylic abstraction unless this position is at a bridgehead as in norbornene where the major pathway is radical addition. The technique is sufficiently sensitive to identify minor reaction pathways of non-allylic substitution and radical addition when in the presence of extensive allylic substitution. Some stereoselective effects are also detected.

Original languageEnglish
Pages (from-to)1407-1415
Number of pages9
JournalAustralian Journal of Chemistry
Issue number10
Publication statusPublished - 1 Jan 1991
Externally publishedYes

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