Enantioselectivity in organic synthesis
Enantioselective version of the principal C-C bond forming reactions (aldol, Mannich, Michael and related processes).
Cycloaddtion reactions (Diels-Alder, Claisen, Cope). Click reactions and modern applications.
Modern approaches to functional groups interconversion
Oxidations (hypervalent iodine reagents, Stahl oxidation, Shi epoxidation, Oppenauer oxidation). Reductions (Birch reduction, Corey-Shibata reduction, Meerwein reduction, modern reagents…). Stereoselective reductive aminations.
Chemical catalysis
I) Modern cross-couplings in organic synthesis (Fu Nickel-catalysis, reductive cross-couplings, Chan-Lam couplings, MHAT-catalysis)
ii) Enantioselective organocatalysis (aminocatalysis, non-covalent catalysis, NHC-catalysis).
Radical reactivity in organic synthesis.
Thermal radical chemistry. Photocatalysis. Main concept of energy transfer processes. Electron transfer and photoredox catalysis. Application to the synthesis of complex molecular scaffolds.
EDA complexes features and use in organic transformations.
SOMO-catalysis and enatioselective photoredox catalysis.
Retrosynthetic analysis. For each one of the synthetic strategies encountered during the course, examples of their application to the synthesis of natural products will be discussed.
- Docente: Luca Dell'Amico