Toward the Synthesis of Phomoidride D

Abstract

An efficient and highly stereoselective approach toward the phomoidride family of natural products is described. The carbocyclic core structure was assembled using a tandem phenolic oxidation/Diels–Alder cycloaddition and a tandem 5-<i>exo</i>-<i>trig</i>/5-<i>exo</i>-<i>trig</i> radical cyclization to deliver an isotwistane intermediate that, upon a late-stage xanthate-initiated Grob fragmentation, furnishes the requisite bicyclo[4.3.1]­decene