Synthesis of 1, 3-Dioxin-4-ones and Their Use in Synthesis. XVII. : Chiral Spirocyclic 4-Oxo-1, 3-dioxin-5-carboxylates : Asymmetric Synthesis of Carbocyclic C-Nucleoside Precursors

Abstract

Synthesis of 2-spirocyclic 1, 3-dioxin-4-ones and their Diels-Alder reaction with cyclopentadiene are described. The study provides not only a new route to chiral carbocyclic C-nucleoside precursors, but also a new methodology for asymmetric Diels-Alder reactions.