21° SEMINARIO QUÍMICA ORGÁNICA IQUIR 2024

SEMINARIO QUÍMICA ORGÁNICA 21-10-24

EXPOSITOR: Dra. Andrea Bracca

TÍTULO: "Scalable Total Synthesis of Acremolactone B"

FUENTE: Mengyu Ba, Fengqi He, Lu Ren, William G. Whittingham, Peng Yang, and Ang Li, Angew. Chem. 2024, 136, e202314800.

DÍA, HORA y LUGAR: Lunes 21 de octubre de 2024, 14:00 h, Aula 18 y virtual.

Modalidad virtual, Link: meet.google.com/hjn-ygro-twf (Plataforma MEET GOOGLE)

Resumen: Acremolactone B is a pyridine-containing azaphilone-type polyketide. The first total synthesis of this molecule was achieved on a gram scale, based on an aza-6π electrocyclization–aromatization strategy for construction of the tetra-substituted pyridine ring. A bicyclic intermediate was expeditiously prepared by using [2+2] photocycloaddition and chemoselective Baeyer–Villiger oxidation, which was further elaborated to a densely substituted aza-triene. An electrocyclization–aromatization cascade was utilized to forge the tetracyclic core of this natural product, and the sidechain was introduced through diastereoselective acylation and reduction.

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