SEMINARIO QUÍMICA ORGÁNICA 07-08-23 EXPOSITOR : Dr. Teodoro S. Kaufman TÍTULO : " Enantioselective Synthesis of (+)-Peganumine A " . FUENTE : Cyril Piemontesi, Qian Wang, and Jieping Zhu, J. Am. Chem. Soc. 2016 , 138 , 11148−11151. DÍA, HORA y LUGAR : Lunes 7 de agosto de 2023, 14:00 h, Aula 18 y virtual. Modalidad virtual, Link : meet.google.com/hjn-ygro-twf ( Plataforma MEET GOOGLE) Resumen : A gram-scale enantioselective total synthesis of (+)-peganumine A was accomplished in 7 steps from commercially available 6-methoxytryptamine. Key steps included (a) a Liebeskind−Srogl cross-coupling; (b) a one-pot construction of the tetracyclic skeleton from an ω-isocyano-γ-oxo-aldehyde via a sequence of an unprecedented C−C bond forming lactamization and a transannular condensation; (c) a one-pot organocatalytic process merging two achiral building blocks into an octacyclic structure via a sequence of enantioselective Pictet−Spengler reaction followed by a transannula...