Profilo personale: Luca Dell'Amico

The course aims to provide the student with the main tools for planning effective modern and effective synthetic strategies.

Contents:
Chemo-, regio and diastereoselectivity in organic transformations.

Metal-halogen exchange, ortho-lithiation.

1,2-, 1,4- and 1,6-addition reactions.

Diastereoselectivity of the aldol and related reactions (Mannich, Michael, Mukaiyama). Principal stereodeterminging models. Stabilised enolates reactivity (Mukaiyama Silyl enol ethers, Boron-enolates, Tin-enolates). Other carbanion reactions (sulphonium and sulphoxonium ylides, Julia reaction, Darzens reaction, and related transformations).

Olefination reactions and related methods for the construction of double bonds.

Reductions and oxidation methods for functional group interconversion.

Modern synthetic approaches

Applications and relevance of high throughput experiments (THE) and design of experiments in the synthesis of organic molecules.
Recent synthetic approaches in data science.


The course will be delivered in English

Categoria DIPARTIMENTO DI SCIENZE CHIMICHE - DISC / A.A.2024 - 2025 / Corsi di laurea magistrale / SC1169 - CHIMICA

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.

Categoria DIPARTIMENTO DI SCIENZE CHIMICHE - DISC / A.A. 2023 - 2024 / Corsi di laurea magistrale / SC1170 - CHIMICA INDUSTRIALE

Docenti: GOTI Giulio, DELL’AMICO Luca

Categoria DIPARTIMENTO DI SCIENZE CHIMICHE - DISC / Corsi di Dottorato / Scienze Molecolari / Molecular Sciences / A.A. 2024-25