Late-stage diversification of peptidomimetics and oligopeptides via gold-catalyzed post-Ugi cyclization

A chemo- and regioselective gold-catalyzed tandem 6-endo-dig cyclization/enyne cycloisomerization/1,2-migration process for the synthesis of decorated peptidomimetics is developed. Various migrating groups such as aryl, heteroaryl and alkyl are tolerated in this method under mild conditions. This protocol is successfully utilized to modify various oligopeptides, including substrates bearing the drug amantadine, in a rapid and step-economical manner through the combination with the Ugi reaction. © 2022 Elsevier B.V.