Asymmetric Organic Chemistry II
Objectives
The teaching program on asymmetric organic chemistry, which began in QOA I, will be continued but with an emphasis on the mechanistic aspects. Material from physical chemistry and gneral organic chemistry courses will be combined to create a wider base in kinetics and thermodynamics with emphasis on asymmetric chemistry for the Bioorganc chemistry Masters course. The interdisciplinarity of this course will be strengthened by interlinking other courses such as computational chemistry and structural analysis.
The following themes will be taught but within a flexible framework and can be adjusted depending upon the profile of the students attending the masters course in Bioorganic chemistry.
General characterization
Code
7209
Credits
6.0
Responsible teacher
Maria Manuela Marques Araújo Pereira, Paula Cristina de Sério Branco
Hours
Weekly - 3
Total - 50
Teaching language
Inglês
Prerequisites
Students with a full degree preferably in the field of Organic Chemistry.
Bibliography
Teaching method
The theoretical part will be integrated with the theoretical and practical component. The communication will be performed by existing audio-visual techniques making use of slides. Also will use the chalkboard to a proximity communication and a greater interaction with students. A proactive approach is always required.
The theoretical-practical classes will be coordinated with the lectures and it is intended that there is discussion among all the stakeholders.
Evaluation method
Evaluation
25% of final score – individual 4 minitest (about 60 min) with question about slides and presentations. Mini tests may be with or without consultation depending on the date determined prior to the test.
25% of final score – oral presentation (Power Point) by group of 2 student (30-40min)
50% of final score – individual written work describing the synthesis of a chiral compound prepared from a natural monoterpene (a chiral pool element).
Subject matter
Stereochemistry. Asymmetric reactions and asymmetric induction - Fundamentals
Strategies based upon chiral reagent, chiral catalyst or chiral substrate.
The ‘Chiral pool’ Asymmetric synthesis using asymmetric natural products as starting material.
Chiral auxiliaries. Chiral catalysts (asymmetric hydrogenation, asymmetric epoxidation and dihydroxylation).
Diastereoselectividade in aldol and related reactions.
Aymmetric organocatalysis: nucleophilic substitution in aliphatic compounds, nucleophilic addition to double bonds, carbonyls and imines, cycloaddition reactions, Oxidation and reduction.
Biotransformations and the use of enzymes in organic synthesis.
Asymmetric catalysis: Comparison of metal based and organocatalytic systems.
Selective radical processes.
Strategy in natural product synthesis.