A novel synthesis of dihydrofuranyl alcohols through cascade reactions of 1,3-diketones with α,β-unsaturated epoxides

Abstract

A novel synthesis of highly functionalized dihydrofuranyl alcohols has been developed through a tandem process including Michael addition of α,β-unsaturated epoxides with 1,3-diketones, an aldol reaction, a retro-aldol reaction, enolization, and epoxide ring-opening. These reactions proceeded smoothly in the presence of a PTC, affording a variety of dihydrofuranyl alcohols in good yields of up to 97.1%.