A total synthesis of the epoxyquinone natural product cytosporin D

Zusammenfassung

A synthesis of epoxyquinone natural product cytosporin D from the readily available Diels-Alder adduct of cyclopentadiene and 2-prenyl-p-benzoquinone, has been accomplished. This approach leverages the stereochemical predisposition of the norbornyl-fused systems towards convex face reactivity as an enabler for the stereoselective construction of the pyran ring. (C) 2013 Elsevier Ltd. All rights reserved.