Formal ring-opening/cross-coupling reactions of 2-pyrones: iron-catalyzed entry into stereodefined dienyl carboxylates

Angew Chem Int Ed Engl. 2013 Dec 2;52(49):13071-5. doi: 10.1002/anie.201307028. Epub 2013 Oct 10.

Abstract

Open access: Despite the exceptional level of sophistication in cross-coupling chemistry, reactions of substrates that incorporate the leaving group as an integral part into a heterocyclic scaffold are scarce. The title reaction outlines the utility of this reaction format (see scheme; acac=acetylacetonate), provides a convenient entry into stereodefined diene carboxylates, and adds a new chapter to the field of iron catalysis.

Keywords: cross-coupling; dienes; heterocycles; iron; natural products.