Tetrahedron p. 5531 - 5538 (1989)
Update date:2022-08-30
Topics:
Gash, Rosslyn C.
MacCorquuodale, Finlay
Walton, John C.
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 alkoxy 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.
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