Anion Relay Chemistry: Development of an Effective Diastereoselective [3+2] Annulation Tactic Exploiting an Aldol/Brook Rearrangement/Cyclization Cascade

Abstract

An effective [3+2] annulation tactic for the construction of diverse bicyclic compounds possessing highly functionalized cyclopentane rings has been developed employing soft ketone enolates as the initial nucleophile for Anion-Relay-Chemistry (ARC). The protocol entails a highly diastereoselective Aldol/Brook rearrangement/cyclization cascade.