SEMINARIOS AREA QUÍMICA ORGÁNICA FBIOYF/IQUIR

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 an...

SEMINARIO QUÍMICA ORGÁNICA 24-08-20 TÍTULO :  "Total synthesis of bryostatin 3" FUENTE :  Barry M. Trost, Youliang Wang, Andreas K. Buckl, Zhongxing Huang, Minh H. Nguyen, Olesya Kuzmina,  Science  2020 ,  368 , 1007-1011. EXPOSITOR : Dra. María I. Mangione DÍA, HORA y LUGAR : Lunes 24 de agosto de 2020, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/kkr-rfrz-psv Link presentación : https://drive.google.com/file/d/1EuZRjpkuL1zmf0QgkCwJjFhc0v-DY8Ft/view?usp=sharing RESUMEN :  Las briostatinas son una familia de 21 productos naturales marinos complejos con un amplio rango de actividades biológicas potenciales. Entre las 21 briostatinas, briostatina 3 presenta la estructura más compleja. Mientras que 9 síntesis totales de briostatinas han sido logradas hasta la actualidad, briostatina 3 sólo ha sido obtenida una sola vez y su síntesis requiere un gran número de pasos (43 pasos en la secuencia lineal más larga y 88 pasos en total). En este artícu...

SEMINARIO QUÍMICA ORGÁNICA 10-08-20 TÍTULO : "Synthesis of Islatravir Enabled by a Catalytic, Enantioselective Alkynylation of a Ketone" FUENTE : Niki R. Patel, Christopher C. Nawrat, Mark McLaughlin, Yingju Xu, Mark A. Huffman, Hao Yang, Hongming Li, Aaron M. Whittaker, Teresa Andreani, François Lévesque, Anna Fryszkowska, Andrew Brunskill, David M. Tschaen, and Kevin M. Maloney. Organic Letters 2020 , 12 , 4659-4664.. EXPOSITOR : Lic. Carmela A. Crespo Guridi DÍA, HORA y LUGAR : Lunes 10 de agosto de 2020, 18:00 h, Plataforma MEET GOOGLE. Link : meet.google.com/pst-wjwm-pzs RESUMEN : The synthesis of the potent anti-HIV investigational treatment islatravir is described. The key step in this synthesis is a highly enantioselective catalytic asymmetric alkynylation of a ketone. This reaction is a rare example of the asymmetric addition of an alkyne nucleophile to a ketone through ligand-accelerated catalysis that was performed on a greater than 100 g scale. By leveraging a m...