Abstract
Reaction of t -BuLi with 1-halo-5-hexenes and 1-halo-6-methyl-5-heptenes at −78°C has revealed that, whereas 1° alkyl iodides are cleanly converted to alkyllithiums in a non-radical process, the corresponding 1° alkyl bromides undergo interchange at least partially via a radical-mediated, SET pathway.
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