4° SEMINARIO QUÍMICA ORGÁNICA IQUIR 2022

SEMINARIO QUÍMICA ORGÁNICA 25-04-22

EXPOSITOR: Dr. Ernesto G. Mata

TÍTULO: "An Alkyne-Metathesis-Based Approach to the Synthesis of the AntiMalarial Macrodiolide Samroiyotmycin A".

FUENTE: Ektoras Yiannakas,Mark I. Grimes,James T. Whitelegge,Prof. Alois Fürstner,Prof. Alison N. Hulme; Angew Chem, Int Ed., 2021 60(34):18504-18508. doi: 10.1002/anie.202105732.

DÍA, HORA y LUGAR: Lunes 25 de abril de 2022, 18:00 h, Plataforma MEET GOOGLE.

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

RESUMEN: This is the first total synthesis of samroiyotmycin A (1), a C2-symmetric 20-membered anti-malarial macrodiolide. The convergent synthetic strategy orchestrates bisalkyne fragment-assembly using an unprecedented Schçllkopf-type condensation on a substituted β-lactone and an ambitious late-stage one-pot alkyne cross metathesis–ring-closing alkyne metathesis (ACM–RCAM) reaction. The demanding alkyne metathesis sequence is achieved using the latest generation of molybdenum alkylidynes endowed with a tripodal silanolate ligand framework. Subsequent conversion to the required E-alkenes uses contemporary hydrometallation chemistry catalysed by {Cp*RuCl}4.

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