SEMINARIOS AREA QUÍMICA ORGÁNICA FBIOYF/IQUIR

SEMINARIO QUÍMICA ORGÁNICA 05-10-20 EXPOSITOR : Qco. Juan  Ramos TÍTULO : "Cicloadición [2+2] de alenos" FUENTE :  Johannes. M. Wiest, Michael L. Conner, and M. Kevin Brown, Allenoates in Enantioselective [2+2] Cycloadditions: From a Mechanistic Curiosity to a Stereospecific Transformation, J. Am. Chem. Soc. 2018 , 140 , 15943−15949. DÍA, HORA y LUGAR : Lunes 5 de octubre de 2020, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  Identification of a novel catalyst−allenoate pair allows enantioselective [2+2] cycloaddition of α-methylstyrene. To understand the origin of selectivity, a detailed mechanistic investigation was conducted. Herein, two competing reaction pathways are proposed, which operate simultaneously and funnel the alkenes to the same axially chiral cyclobutanes. In agreement with the Woodward− Hoffmann rules, this mechanistic curiosity can be rationalized through a unique symmetry operation that was elucidated by deuterat...

SEMINARIO QUÍMICA ORGÁNICA 28-09-20 TÍTULO : "Síntesis de péptidos bioactivos químicamente modificados: avances recientes y desafíos para la química medicinal" FUENTE :  - Gracia SR, Gaus K, Sewald N. Synthesis of chemically modified bioactive peptides: recent advances, challenges and developments for medicinal chemistry. Future Med Chem. 2009 Oct;1(7):1289-310. doi:  https://doi.org/10.4155/fmc.09.97 - Jolene L. Lau, Michael K. Dunn, Therapeutic peptides: Historical perspectives, current development trends, and future directions, Bioorganic & Medicinal Chemistry , Volume 26, Issue 10, 2018 , Pages 2700-2707, ISSN 0968-0896, https://doi.org/10.1016/j.bmc.2017.06.052 . - Li H, Aneja R, Chaiken I. Click chemistry in peptide-based drug design. Molecules . 2013 Aug 16;18(8):9797-817. doi: 10.3390/molecules18089797. PMID: 23959192; PMCID: PMC4155329. - Kevin L. Bicker and Steven L. Cobb, Chem. Commun. , 2020 , 56, 11158-11168, https://doi.org/10.1039/D0CC04704J EXPOSITOR : Li...

SEMINARIO QUÍMICA ORGÁNICA 21-09-20 TÍTULO :  " Total Synthesis of ( -)-Daphnezomines A and B " FUENTE :  Guangpeng Xu, Jinbao Wu, Luyang Li, Yunan Lu, Chao Li.  J. Am. Chem. Soc .  2020 ,  142 , 36, 15240–15245 . EXPOSITOR : Lic. Nadia L. Martiren DÍA, HORA y LUGAR : Lunes 21 de septiembre de 2020, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :   Daphnezomines A and B are structurally unusual Daphniphyllum alkaloids that contain a unique aza-adamantane core skeleton. Herein, a modular approach to these alkaloids is presented that exploits a diverse array of reaction strategies. Commencing from a chiral pool terpene–( S )-carvone, the azabicyclo[3.3.1]nonane backbone, which occurs widely in Daphniphyllum alkaloids, was easily accessed through a Sharpless allylic amination and a palladium-catalyzed oxidative cyclization. A protecting group enabled a stereoselective B -alkyl Suzuki-Miyaura coupling sequence, and an Fe...

SEMINARIO QUÍMICA ORGÁNICA 14-09-20 TÍTULO :  " Enantioselective Total Synthesis of (+)-Corymine and (−)-Deformylcorymine " FUENTE :  Benxiang Zhang, Xiaoqing Wang, and Chaozhong Li.  J. Am. Chem. Soc . 2020 , 142, 3269−3274. EXPOSITOR : Dra. Andrea B. J. Bracca DÍA, HORA y LUGAR : Lunes 14 de septiembre de 2020, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN : We report herein the first enantioselective total synthesis of akuammiline alkaloids (+)-corymine and (−)-deformylcorymine. Starting from commercially available N-nosyltryptamine, the target molecules are both achieved in 11 steps. Key elements of the design include (a) a copper-catalyzed enantioselective addition of dimethyl malonate to a 3-bromooxindole to secure the C7 all-carbon quaternary stereocenter, (b) a one-step construction of cyclohexyl and pyrrolidinyl rings via intramolecular nucleophilic C- and N-addition, and (c) a nickel-promoted 7-endo cyclization of alkenyl br...

SEMINARIO QUÍMICA ORGÁNICA 07-09-20 TÍTULO :  " Importancia de las redes de colaboración para la generación de nuevos tratamientos de enfermedades. Desarrollo del compuesto candidato SK3186899/DDD853651 para el tratamiento de Leishmaniasis visceral " FUENTE :  www.dndi.org. Reporte del DNDi del 2019. M. G. Thomas et al (P. G. Wyatt*, K. D. Read* and T. J. Miles*). Identification of GSK3186899/DDD853651 as a Preclinical Development Candidate for the Treatment of Visceral Leishmaniasis. J. Med. Chem . 2019 , 62, 3, 1180–1202. https://doi.org/10.1021/acs.jmedchem.8b01218 . EXPOSITOR : Lic. Alejandro Recio Balsells DÍA, HORA y LUGAR : Lunes 7 de septiembre de 2020, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  La sinergia que producen las redes de colaboración entre la industria farmacéutica, el sector académico, ONG y el sector gubernamental es fundamental para la generación de nuevos tratamientos de enfermedades, en especial para la...