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submitted on 03.03.2020 and posted on 04.03.2020by Nicholas Hafeman, Steven
A. Loskot, Chris Reimann, Beau P. Pritchett, Scott
C. Virgil, Brian Stoltz
The first total synthesis of the norcembranoid diterpenoid scabrolide A is disclosed. The route begins with the synthesis of two chiral pool-derived fragments, which undergo a convergent coupling to expediently introduce all 19 carbon atoms of the natural product. An intramolecular Diels–Alder reaction and an enone-olefin cycloaddition/fragmentation sequence are then employed to construct the fused [5–6–7] linear carbocyclic core of the molecule and to complete the total synthesis.