Abstract
The e.s.r. spectra derived from 7-bromo-5,6-epoxyheptene derivatives such as epoxygeranyl bromide (7) showed that the main free radical intermediates were tetrahydrofuranylmethyl radicals (11), formed by ring opening of the epoxide and subsequent exocyclisation of the unsaturated alkoxyl radicals. The 7-oxabicyclo[2.2.1]heptanyl methyl radicals (12) were also formed via a double cyclisation. Products derived from both these intermediates were isolated from the reaction of (7) with tri-n-butyltin hydride.
Original language | English |
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Pages (from-to) | 5531-5538 |
Number of pages | 8 |
Journal | Tetrahedron |
Volume | 45 |
Issue number | 17 |
DOIs | |
Publication status | Published - 1 Jan 1989 |