KE814: Advanced organic synthesis
Comment
10005401(former UVA) is identical with this course description.
The course is co-read with: KE518
The course cannot be chosen by students who: Have passed KE518.
If you plan to attend both Applied heterocyclic chemistry (KE526/KE823) and Advanced organic synthesis (KE518/KE814) in your complete study program, we recommend that you first attend KE526/KE823 or that you attend the two courses simultaneously.
Entry requirements
Academic preconditions
- Have good knowledge of systematic organic chemistry corresponding to KE505 Organic chemistry.
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.
participants will acquire broad knowledge to modern organic chemical
reactions and their mechanisms and be able to design synthetic routes to
complex target molecules such as drugs and natural products.
course builds on the knowledge acquired in the 2nd year course KE505
Organic chemistry. It is also recommended that the material in
KE526/KE823 Applied heterocyclic chemistry is known. The course gives an
academic basis for bachelor and master projects that involves
synthesis, for example within medicinal chemistry or material 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
- Retrosynthesis and retrosynthetic analysis
- Organic chemical reactions
- The theoretical basis and mechanisms for the reactions
Literature
Clayden, Greeves and Warren: Organic Chemistry, 2nd edition, Oxford University Press, 2012.
Scientific articles and notes.
See Blackboard for syllabus lists and additional literature references.
Examination regulations
Exam element a)
Timing
Tests
Oral exam
EKA
Assessment
Grading
Identification
Language
Examination aids
Allowed. A closer description of the exam rules will be posted under 'Course Information' on Blackboard.
ECTS value
Additional information
1 hour preparation and 30 minutes examination.
The examination form for re-examination may be different from the exam form at the regular exam.
Indicative number of lessons
Teaching Method
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