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Biosynthetically-inspired oxidations of capillobenzopyranol.
Organic & Biomolecular Chemistry 2017 June 8
The synthesis of verrubenzospirolactone from its proposed biosynthetic precursor, capillobenzopyranol, has been shown to be chemically feasible via a simple reaction sequence. The key steps are a chemoselective furan oxidation mediated by NaClO2 , a stereoselective dehydration of a γ-methoxybutenolide, and an intramolecular Diels-Alder reaction.
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