Diverted domino reactivity in tertiary skipped diynes: A convenient access to polyfunctionalized cyclohexadienones and multivalent aromatic scaffolds

Abstract

Diverting is the game! A new domino manifold has been implemented for the synthesis of cyclohexadienone-based scaffolds from tertiary skipped diynes and secondary amines. The manifold takes advantage of a new O-enolate-driven reactivity pattern discovered for these diynes. The scaffolds are conveniently transformed into the corresponding multivalent salicylate derivatives (see scheme). © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.