Introduction of Glyco, Peptido, Carboxy, and Alkyno Substituents at the Calixarene Exo Rim via the p-Bromodienone Route

The conceptually novel "p-bromodienone route", which allows the direct introduction of nucleophiles at the calixarene exo rim, has been extended to anionic C-nucleophiles (acetylides) to give chiral meta-substituted alkynocalix[4]arenes and to appropriate O-nucleophiles to obtain para-substituted glyco, peptido, and carboxy derivatives.