Issue 24, 1987

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.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1987, 1836-1837

Regiochemical control of the Diels–Alder reactions with β-phenylsulphonylacrylate esters

A. D. Buss, G. C. Hirst and P. J. Parsons, J. Chem. Soc., Chem. Commun., 1987, 1836 DOI: 10.1039/C39870001836

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