Site-selective and stereoselective transformations on p-quinols & p-quinamines.

Abstract

The intermolecular transformation of simple substrates into highly functionalized scaffolds with multiple stereogenic centers is an attractive strategy in modern organic synthesis. Prochiral 2,5-cyclohexadienones, being stable and easily accessible, are privileged key building blocks for the synthesis of complex molecules and bioactive natural products. In particular, p-quinols and p-quinamines are important subclasses of cyclohexadienones, having both nucleophilic and electrophilic sites, and can undergo various intermolecular cascade annulations via formal cycloadditions and other transformations. This article highlights the recent developments of intermolecular transformations on p-quinols and p-quinamines along with plausible reaction mechanisms. We hope that this review will inspire the readers to explore the new potential applications of these unique prochiral molecules.