KE814: Advanced organic synthesis
Comment
If you plan to attend both Heterocyclic chemistry (KE553/KE835) and Advanced organic synthesis (KE518/KE814) in your complete study program, we recommend that you first attend KE553/KE835 or that you attend the two courses simultaneously.
Entry requirements
Academic preconditions
Course introduction
reactions in organic chemistry and enable the student to design
synthetic routes to given target molecules, which is important in regard
to projects and/or careers within for example medicinal chemistry,
material sciences and chemical production.
The course builds on the knowledge acquired in the course KE505 Organic chemistry. It is also recommended that the material in KE553/KE835 Heterocyclic chemistry is known. The course gives an academic basis for bachelor and master projects that involve synthesis, for example within medicinal chemistry or materials science.
- Give the competence to plan synthesis projects.
- Give skills to design and plan synthetic routes to given target compounds.
- Give knowledge and understanding of organic chemical reactions and their theoretical basis and mechanisms.
Expected learning outcome
- Perform
a retrosynthetic analysis of the structure of a given target molecule,
e.g. a natural product or a pharmaceutical compound. - Design a synthetic route to the target molecule on basis of the retrosynthetic analysis.
- Explain
retrosynthetic terms (e.g. disconnection, functional group
interconversion, synthon) and strategies (e.g. convergent vs. linear
synthesis) - Explain the purpose of protecting groups, give
examples of protecting groups for functional groups like alcohols,
amines, carboxylic acids, aldehydes and ketones, give conditions for
their introductions and removal, and use them in design of synthetic
routes. - Demonstrate through understanding of the covered
reactions as well as the basic reactions covered in the required basic
organic chemistry course, including: - Suggest reasonable reaction conditions for given transformations
- Predict the outcome of a given reaction
- Propose a reasonable reaction mechanism
- Oxidations
- Reductions
- Substitution-, addition- and elimination reactions
- Alkylation of enolates and enamines (e.g. the aldol reaction)
- Pericyclic reactions (cycloadditions, sigmatropic and elektrocyclic reactions)
- Palladium catalyzed coupling reactions
- Olefin metathesis
- Give mechanisms for the mentioned reactions
- Explain
chemoselectivity, regioselectivity and stereoselectivity (including
diastereo- and enantioselectivity), and relate this to the covered
reactions. - Apply and discuss advanced new literature within synthetic organic chemistry.
Content
Literature
Clayden, Greeves and Warren: Organic Chemistry, 2nd edition, Oxford University Press, 2012.
Scientific articles and notes.
See Itslearning for syllabus lists and additional literature references.
Examination regulations
Exam element a)
Timing
Tests
Oral exam
EKA
Assessment
Grading
Identification
Language
Duration
Examination aids
Allowed. A closer description of the exam rules will be posted in itslearning.
ECTS value
Indicative number of lessons
Teaching Method
- Intro phase (lectures, class lessons) - 30 hours
- Training phase: 14 hours
The teaching takes place as lectures where both slides and blackboard are used and with questions and problems distributed throughout the lectures. The students will work with problems at home that will be presented in the excercise classes. Towards the end of the course there will be focus on reterosynthesis and design of synthetic routes where the methods and reactions discussed previously will be used.
Activities during the studyphase: study of the textbook and lecture slides and solve problems that will be presented in the examination classes