Titre : Minimalism in Organocatalysis: New Enantioselective Reactions Enabled by Bifunctional Brønsted
Acid/Base Catalysts.
Endroit : Pavillon Roger-Gaudry, salle G-615 à 11 h.
Hôte : Professeure Hélène Lebel.
Cette conférence sera prononcée (en anglais) par le professeur Jeffrey Johnston du Département de chimie de l'University of Vanderbilt.
Résumé : Our discovery that chiral nonracemic Bis(AMidine) – ‘BAM’ – ligands can be effective modifiers of achiral Brønsted acids such as triflic acid became the basis for a general approach to fully stereocontrolled aza‐
Henry reactions. As a result, vic‐diamines are readily prepared with high diastereo‐ and enantioselection in two steps from aldimines and nitroalkanes. Our latest developments in bifunctional Brønsted acid/Brønsted base catalyst design and development, reaction exploration, and target acquisition using these tools will be described. Additionally, our work to leverage chiral proton catalysis against the goal of fully enantioselective and efficient peptide synthesis via Umpolung Amide Synthesis (UmAS) will be detailed.
