SEMINARIOS AREA QUÍMICA ORGÁNICA FBIOYF/IQUIR

SEMINARIO QUÍMICA ORGÁNICA 04-10-21 EXPOSITOR :  Lic. Iván Cortés TÍTULO :  " The Total Synthesis of (−)-Scabrolide A " . FUENTE :   Nicholas J. Hafeman, Steven A. Loskot, Christopher E. Reimann, Beau P. Pritchett, Scott C. Virgil, and Brian M. Stoltz. J. Am. Chem. Soc. 2020 , 142 , 8585−8590.  DOI: https://dx.doi.org/10.1021/jacs.0c02513 . DÍA, HORA y LUGAR : Lunes 4 de octubre de 2021, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  The first total synthesis of the norcembranoid diterpenoid scabrolide A is disclosed. The route begins with the synthesis of two chiral pool-derived fragments, which undergo a convergent coupling to expediently introduce all 19 carbon atoms of the natural product. An intramolecular Diels–Alder reaction and an enone–olefin cycloaddition/fragmentation sequence are then employed to construct the fused [5–6–7] linear carbocyclic core of the molecule and complete the total synthesis.

SEMINARIO QUÍMICA ORGÁNICA 27-09-21 EXPOSITOR :  Dr. Sebastián A. Testero TÍTULO :  " Inhibidores de  b -Lactamasas " . FUENTE :   S.A. Testero, L.I. Llarrull, J.F. Fisher, S. Mobashery;  Medicinal Chemistry of b-lactam antibiotics. Book Chapter in Burger's Medicinal Chemistry, Drug Discovery and Development, 8th ed. Vol. 7 (Antiinfectives), Edited by D. J. Abraham and M. Myers; John Wiley & Sons: New York, 2021, 1-188.   ( https://doi.org/10.1002/0471266949.bmc226.pub2 ).   P. Linciano, L. Cendron, E. Gianquinto, F. Spyrakis, D. Tondi; Ten Years with New Delhi Metallo-β-lactamase‑1 (NDM-1): From Structural Insights to Inhibitor Design . ACS Infect. Dis. 2019, 5, 9−34.  https://pubs.acs.org/doi/10.1021/acsinfecdis.8b00247   G. Bahr, L.J. González,  A.J. Vila; Metallo-b-lactamases in the Age of Multidrug Resistance: From Structure and Mechanism to Evolution, Dissemination, and Inhibitor Design. Chem. Rev. 2021, 121, 7957-8094.  h...

  SEMINARIO QUÍMICA ORGÁNICA 20-09-21 EXPOSITOR :  Lic. Natalia Labadie TÍTULO :  " Bayesian reaction optimization as a tool for chemical synthesis " . FUENTE :   Shields, B.J., Stevens, J., Li, J. et al. Bayesian reaction optimization as a tool for chemical synthesis. Nature 590, 89–96 (2021). https://doi.org/10.1038/s41586-021-03213-y . DÍA, HORA y LUGAR : Lunes 20 de septiembre de 2021, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  Reaction optimization is fundamental to synthetic chemistry, from optimizing the yield of industrial processes to selecting conditions for the preparation of medicinal candidates1. Likewise, parameter optimization is omnipresent in artificial intelligence, from tuning virtual personal assistants to training social media and product recommendation systems2. Owing to the high cost associated with carrying out experiments, scientists in both areas set numerous (hyper)parameter values by evaluati...

  SEMINARIO QUÍMICA ORGÁNICA 13-09-21 EXPOSITOR :  Lic.  Elida Thobokholt TÍTULO :  " Asymmetric Total Synthesis of Clionastatins A and B " . FUENTE :   Wei Ju, Xudong Wang, Hailong Tian, and Jinghan Gui  J. Am. Chem. Soc. 2021 , 143 , 13016–13021. DÍA, HORA y LUGAR : Lunes 13 de septiembre de 2021, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :   Herein we report the first total synthesis of polychlorinated steroids clionastatins A and B, which was accomplishedasymmetrically by means of a convergent, radical fragment coupling approach. Key features of the synthesis include an Ireland-Claisen rearrangement to introduce the C5 stereocenter (which was ultimately transferred to the C10 quaternary stereocenter of the clionastatins via a traceless stereochemical relay), a regioselective acyl radical conjugate addition to join the two fragments, an intramolecular Heck reaction to install the C10 quaternary stereocenter, ...