The reaction of benzeneselenenyl chloride with some simple alkylsubstituted acyclic and cyclic alkenes has been investigated using methanol as the solvent. Products of solvent-incorporation, (β-methoxyalkyl phenyl selenides, are normally favoured over the analogous chloro species, but exceptions have been noted. The observation of products of solvent-incorporation, Wagner–Meerwein rearrangement, and homoallylic rearrangement is in accord with an AdE2 mechanism involving both intimate and solvent-separated ion-pairs prier to the product forming step.
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