15° SEMINARIO QUÍMICA ORGÁNICA IQUIR 2020

SEMINARIO QUÍMICA ORGÁNICA 31-08-20

TÍTULO: "Total Synthesis of Tagetitoxin"
FUENTE: Chi He, Hang Chu, Thomas P. Stratton, David Kossler, Kelly J. Eberle, Dillon T. Flood, and Phil S. Baran. J. Am. Chem. Soc. 2020, 142(32), 13683-13688.
EXPOSITOR: Dr. Enrique L. Larghi
DÍA, HORA y LUGAR: Lunes 31 de agosto de 2020, 18:00 h, Plataforma MEET GOOGLE.
Link: meet.google.com/bfh-poxv-bso

RESUMEN: The intriguing structure of tagetitoxin (1), a longstanding challenge in natural product synthesis, has been the subject of multiple revisions and has been confirmed through total synthesis. The route commences from a renewable furan starting material and features a number of unusual transformations (such as rearrangements, bromocyclization, P(V)-based phosphate installation) to arrive at the target in 15 steps. As the route was designed to enable access to both enantiomers, the absolute configuration of the natural product could be assigned using a bioassay on (+)-1 and (–)-1.

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