Publication History Received31 August 2000Published online4 October 2000Published inissue 1 November 2000
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SO4•- generated by the Fenton redox system S2O82-− Fe2+ induces a novel anionic, transannular, self-terminating, oxidative radical cyclization in the reactions with the ten-membered cycloalkyne 1 and the cycloalkynone 7, yielding the bicyclic ketones 5 and 6 or the α,β-epoxy ketones 8 and 9, respectively. In these reactions SO4•- acts as an oxygen transfer reagent and can thus be considered as a donor of atomic oxygen in solution.
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