SEMINARIOS AREA QUÍMICA ORGÁNICA FBIOYF/IQUIR

  SEMINARIO QUÍMICA ORGÁNICA 02-05-22 EXPOSITOR : Lic. Maribel O. Marcarino TÍTULO :  " Real-time prediction of 1H and 13C chemical shifts with DFT accuracy using a 3D graph neural network " . FUENTE :  Yanfei Guan, S. V. Shree Sowndarya*, Liliana C. Gallegos, Peter C. St. John and Robert S. Paton. Chem. Sci. , 2021 , 12 , 12012-12026 DOI: 10.1039/d1sc03343c . DÍA, HORA y LUGAR : Lunes 2 de mayo de 2022, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  Nuclear magnetic resonance (NMR) is one of the primary techniques used to elucidate the chemical structure, bonding, stereochemistry, and conformation of organic compounds. The distinct chemical shifts in an NMR spectrum depend upon each atom's local chemical environment and are influenced by both through-bond and through-space interactions with other atoms and functional groups. The in silico prediction of NMR chemical shifts using quantum mechanical (QM) calculations is now commo...

SEMINARIO QUÍMICA ORGÁNICA 25-04-22 EXPOSITOR : Dr. Ernesto G. Mata TÍTULO :  " An Alkyne-Metathesis-Based Approach to the Synthesis of the AntiMalarial Macrodiolide Samroiyotmycin A " . FUENTE : Ektoras Yiannakas,Mark I. Grimes,James T. Whitelegge,Prof. Alois Fürstner,Prof. Alison N. Hulme;  Angew Chem, Int Ed., 2021 60(34):18504-18508. doi: 10.1002/anie.202105732. DÍA, HORA y LUGAR : Lunes 25 de abril de 2022, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  This is the first total synthesis of samroiyotmycin A (1), a C2-symmetric 20-membered anti-malarial macrodiolide. The convergent synthetic strategy orchestrates bisalkyne fragment-assembly using an unprecedented Schçllkopf-type condensation on a substituted β-lactone and an ambitious late-stage one-pot alkyne cross metathesis–ring-closing alkyne metathesis (ACM–RCAM) reaction. The demanding alkyne metathesis sequence is achieved using the latest generation of molybdenum alkylidy...

SEMINARIO QUÍMICA ORGÁNICA 18-04-22 EXPOSITOR : Lic. Florencia Cámpora TÍTULO :  " Enantioselective Total Synthesis of [3]-Ladderanol through Late-Stage Organocatalytic Desymmetrization " . FUENTE :   Sayan Ray , Subhajit Mondal , Prof. Dr. Santanu Mukherjee ;  Angew. Chem. Int. Ed.  2022 . https://doi.org/10.1002/anie.202201584 DÍA, HORA y LUGAR : Lunes 18 de abril de 2022, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  An enantioselective desymmetrization route to [3]-ladderanol has been devised that is centered around an organocatalytic enantioselective formal C(sp2)−H alkylation of tetracyclic meso-cyclohexenedione. This strategy involving the late-stage introduction of chirality offers flexibility and enabled the facile synthesis of both enantiomers of [3]-ladderanol as well as an analogue.  

  SEMINARIO QUÍMICA ORGÁNICA 11-04-22 EXPOSITOR : Lic. Renzo Carlucci TÍTULO :  " Mechanochemical Synthesis of Organic Dyes and Fluorophores " . FUENTE :     Banerjee, M., Bhosle, A., Chatterjee, A. and Saha, S.; J. Org. Chem. 2021 , 86 , 13911–13923 . DÍA, HORA y LUGAR : Lunes 11 de abril de 2022, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  The syntheses of dyes and fluorophores have significant commercial importance. In recent years, mechanochemistry has emerged as a green and sustainable alternative for the synthesis of conventional dyes, new fluorophores, and also synthetic modification of known dyes for their use as chemosensors. The dyestuffs based on BODIPYs, rhodamine, fluorescein, perylenedimides, coumarins, benzothiazoles, etc. were synthesized or derivatized by grinding or milling. The synopsis aims to pay key attention to their synthesis and the applications as chemosensors will be briefly covered.

SEMINARIO QUÍMICA ORGÁNICA 04-04-22 EXPOSITOR :  Dr.  Didier Farley Vargas Vargas TÍTULO :  " Total Synthesis of the Acetyl CoA Carboxylase Inhibitor Soraphen A: Asymmetric Tsuji Reduction Enables Successive Olefin Metathesis " . FUENTE :     Schempp, T. T. and Krische, M. J. J. Am. Chem. Soc. 2022 , 144 , 1016–1022. DÍA, HORA y LUGAR : Lunes 4 de abril de 2022, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  The total synthesis of soraphen A, a myxobacterial metabolite and inhibitor of acetyl CoA carboxylase, was completed in 11 steps (longest linear sequence), less than half the steps previously required. Seven metal-catalyzed processes were deployed to unlock step-economy (comprising five asymmetric processes and four C–C bond formations). The present route does not utilize chiral auxiliaries, and four of five C–C bond formations exploit non-premetalated partners. To maximize convergency, an asymmetric Tsuji reducti...

  SEMINARIO QUÍMICA ORGÁNICA 6-12-21 EXPOSITOR : Qco. Juan M. Ramos M. TÍTULO :  " Unified Synthesis of Polycyclic Alkaloids by Complementary Carbonyl Activation " . FUENTE : Guoli He, Benjamin List,* and Mathias Christmann*, Angew. Chem. Int. Ed. 2021 , 60 , 13591–13596. DÍA, HORA y LUGAR : Lunes 6 de diciembre de 2021, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN :  A complementary dual carbonyl activation strategy for the synthesis of polycyclic alkaloids has been developed. Successful applications include the synthesis of tetracyclic alkaloids harmalanine and harmalacinine, pentacyclic indoloquinolizidine alkaloid nortetoyobyrine, and octacyclic bcarboline alkaloid peganumine A. The latter synthesis features a protecting-group-free assembly and an asymmetric disulfonimide-catalyzed cyclization. Furthermore, formal syntheses of hirsutine, deplancheine, 10-desbromoarborescidine A, and oxindole alkaloids rhynchophylline and isorhy...

SEMINARIO QUÍMICA ORGÁNICA 29-11-21 EXPOSITOR :   Lic. Nadia L. Martiren TÍTULO :  " Enantioselective Total Synthesis of (+)-Heilonine " . FUENTE :   Kyle J. Cassaidy and Viresh H. Rawal,   J. Am. Chem. Soc. 2021 , 143 , 16394-16400. DÍA, HORA y LUGAR : Lunes 29 de noviembre de 2021, 18:00 h, Plataforma MEET GOOGLE. Link :  meet.google.com/bfh-poxv-bso RESUMEN : Chemical transformations that rapidly and efficiently construct a high level of molecular complexity in a single step are perhaps the most valuable in total synthesis. Among such transformations is the transition metal catalyzed [2 + 2 + 2] cycloisomerization reaction, which forges three new C–C bonds and one or more rings in a single synthetic operation. We report here a strategy that leverages this transformation to open de novo access to the Veratrum family of alkaloids. The highly convergent approach described herein includes (i) the enantioselective synthesis of a diyne fragment containing the ster...