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A total synthesis of the epoxyquinone natural product cytosporin D

Vannada, Jagadeshwar ; Niehues, Lennart ; König, Burkhard ; Mehta, Goverdhan


A synthesis of epoxyquinone natural product cytosporin D from the readily available DielseAlder 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.

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