Intramolecular Vinyl Quinone Diels–Alder Reactions: Asymmetric Entry to the Cordiachrome Core and Synthesis of (−)-Isoglaziovianol

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Abstract

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.

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