Regiochemical control of the Diels–Alder reactions with β-phenylsulphonylacrylate esters
Abstract
Alkyl β-phenylsulphonylacrylates have been made as geometrically pure iosmers; the Z-isomer reacts with dienes in Diels-Alder cycloadditions to afford the opposite regiochemistry to that observed with the E-isomer and this provides a useful method for reversing normal carbonyl directing effects.