28° SEMINARIO QUÍMICA ORGÁNICA IQUIR 2022

SEMINARIO QUÍMICA ORGÁNICA 5-12-22

EXPOSITOR: Qco. Liddier Pérez Hincapié

TÍTULO: "Total Synthesis of Darobactin A".

FUENTE: Marko Nesic, David B. Ryffel, Jonathan Maturano, Michael Shevlin, Scott R. Pollack,
Donald R. Gauthier Jr., Pablo Trigo-Mouriño, Li-Kang Zhang, Danielle M. Schultz, Jamie M. McCabe Dunn, Louis-Charles Campeau, Niki R. Patel*, David A. Petrone*, and David Sarlah* J. Am. Chem. Soc. 2022, 144, 14026–14030.

DÍA, HORA y LUGAR: Lunes 5 de diciembre de 2022, 15:00 h, Aula 16

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

RESUMEN: The collaborative total synthesis of darobactin A, a recently isolated antibiotic that selectively targets Gram-negative bacteria, has been accomplished in a convergent fashion with a longest linear sequence of 16 steps from d-Garner’s aldehyde and l-serine. Scalable routes toward three non-canonical amino acids were developed to enable the synthesis. The closure of the bismacrocycle was realized through sequential, halogen-selective Larock indole syntheses, where the proper order of cyclizations proved crucial for the formation of the desired atropisomer of the natural product.