Rearrangements of 2-phenylthioethanols with alkenyl, alkynyl, ester, and other functionalised alkyl substituents at the migration origin: synthesis of γ-phenylthiocrotonate esters
Abstract
The effects of functional groups near the migration origin in [1,2] and [1,3] PhS shifts are explored: an α-CO2R group prevents migration, α or β vinyl groups have only steric effects, alkynyl or CO2Et groups encourage rearrangement and provide routes to γ-phenylthio unsaturated esters and ketones.