Bio-inspired formal total synthesis of (±)-bisabosqual A?
Organic Chemistry Frontiers Pub Date: 2023-01-19 DOI: 10.1039/D2QO01697D
Abstract
A new approach was developed to construct a hexahydrobenzofurobenzopyran ring system (6/6/5/6) by an oxa-[3 + 3] cycloaddition, intramolecular hetero-Diels–Alder reaction, oxidative aromatization, and oxidative cyclization cascade starting from 5-(hydroxymethyl)cyclohexane-1,3-dione and (2E,6E)-farnesal. This strategy provides a new solution for preparing tetracyclic hexahydrobenzofurobenzopyran rings with different functional groups at C-3′–C4′. As a synthetic application, the bio-inspired formal total synthesis of bisabosqual A was achieved.
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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