Biosynthetically-inspired oxidations of capillobenzopyranol
Date
2017
Authors
Pepper, H.
Lam, H.
George, J.
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Journal article
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Organic and Biomolecular Chemistry, 2017; 15(22):4811-4815
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Henry P. Pepper, Hiu C. Lam and Jonathan H. George
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Abstract
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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This journal is © The Royal Society of Chemistry 2017