The Total Synthesis of (–)-Scabrolide a

04 March 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

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.

Keywords

synthesis
scabrolide
photocycloaddition
norcembranoid diterpenoids
strategy

Supplementary materials

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