Asymmetric Organic Chemistry II
Faculdade de Ciências e Tecnologia
Departamento de Química
Teacher in charge
Maria Teresa Barros Silva
Mechanisms in Asymmetric Chemistry: General principles of kinetics and thermodynamics. Application to asymmetric systems. The importance of knowledge about the conformational profile of the reagents. Procjiral centres. Relative enrgies of transition states in asymmetric reactions: enantiomeric and diastereomeric transition states. Use of chiral auxiliaries, chiral catalysts. The principles of resolution, kinetic resolution and dynamic kinetic resolution.
Free Radical Chemistry: Basic concepts of free radical reactions. Detection and characterisation of free radicals. Free radicals localised on carbon and heteroatoms. Radical anions and radical cations. Classification and mechanisms in free radical reactions. Methods for the generation of free radicals. Radical/radical reactions. Stereoselective radical reactions. Substitution and addition. Cyclisations and rearrangments. Electron transfer reactions and oxidation. Functionalisation of C-H bonds and functional group conversions. Synthetic and industrial applications.
1. Mechanism and Theory in Organic Chemistry, 3rd edition, H.Lowry and K.S. Richardson, Harper e Row Publishers, 1987.
2. Investigation of Organic Reactions and their Mechanisms, Maskill, Blackwell, 2006.
3. Free Radical Chain Reactions in Organic Synthesis, W. B. Motherwell, D. Crich, Ac. Press (1991).
4. Stereoselectivity in Synthesis, Tse-Lok Ho, John Wiley-Interscience, 1999.
5. Catalysis in Asymmetric Synthesis, J. M. J. Williams. Blackwell, 1999.