On the stereoisomerization of radicals during aliphatic nucleophilic substitutions

Bornyl and isobornyl bromide react with an enolate ion 1^- to the same products which indicates a stereoisomerization during the aliphatic nucleophilic substitution. Substitution of 1^- with a "radical clock" suggests a radical coupling within the solvent cage. Reaction between a radical clock and anion radicals suggests in this case a coupling outside the solvent cage.