Titre : Improved Catalysis for Macrocyclization Reactions.
Endroit : Pavillon Roger-Gaudry, salle G-615 exceptionnellement à 11 h.
Cette conférence sera prononcée (en anglais) par Monsieur Jeffrey Santandrea, étudiant au doctorat, du laboratoire de Shawn Collins, professeur au Département de chimie de l'Université de Montréal.
Résumé : Macrocyclic products are usually synthesized from a handful of known macrocyclization methods. Surprisingly, the Sonogashira coupling has yet to be a commonly used method to accomplish macrocyclizations, despite relatively mild reaction conditions. However, recent examples highlight the lack of practicality and effectiveness of the reaction on a large scale, since significant amounts of palladium and stoichiometric amounts of copper in a dilute media are needed to afford benzolactones in poor yields. The development of thermal and photochemical copper-catalyzed Sonogashira protocols performed at high concentrations are described as alternatives to Pd-catalyzed methods to access a wider range of compounds and pharmaceutically relevant motifs such as polyketide-derived resorcyclic acid lactones.
