Intramolecular vinyl quinone Diels-Alder reactions: asymmetric entry to the cordiachrome core and synthesis of (-)-isoglaziovianol.

A short and asymmetric entry to the core structure of the cordiachromes has been developed, allowing access to (-)-isoglaziovianol in seven steps. Our synthesis includes a Trost asymmetric allylic alkylation and a reaction cascade triggered by a vinyl quinone Diels-Alder reaction and followed by intramolecular nucleophilic interception.