20° SEMINARIO QUÍMICA ORGÁNICA IQUIR 2021

SEMINARIO QUÍMICA ORGÁNICA 04-10-21

EXPOSITOR: Lic. Iván Cortés

TÍTULO: "The Total Synthesis of (−)-Scabrolide A".

FUENTE: Nicholas J. Hafeman, Steven A. Loskot, Christopher E. Reimann, Beau P. Pritchett,
Scott C. Virgil, and Brian M. Stoltz. J. Am. Chem. Soc. 2020, 142, 8585−8590.

DOI: https://dx.doi.org/10.1021/jacs.0c02513.

DÍA, HORA y LUGAR: Lunes 4 de octubre de 2021, 18:00 h, Plataforma MEET GOOGLE.

Link: meet.google.com/bfh-poxv-bso

RESUMEN: 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 complete the total synthesis.

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