KE814: Advanced organic synthesis
Study Board of Science
Teaching language: Danish, but English if international students are enrolled
EKA: N540031102
Assessment: Second examiner: External
Grading: 7-point grading scale
Offered in: Odense
Offered in: Spring
Level: Master
STADS ID (UVA): N540031101
ECTS value: 5
Date of Approval: 07-11-2019
Duration: 1 semester
Version: Archive
Comment
The course is co-read with: KE518
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.
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
Students taking the course are expected to: Have good knowledge of systematic organic chemistry corresponding to KE505 Organic chemistry.
Course introduction
The aim of the course is to give the student a broad overview over
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.
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 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.
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.
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.
In relation to the competence profile of the degree it is the explicit focus of the course to:
- 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
The learning objective of the course is that the student demonstrates the ability to:
- 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
The covered reaction types include:
- 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
June
Tests
Oral exam
EKA
N540031102
Assessment
Second examiner: External
Grading
7-point grading scale
Identification
Student Identification Card
Language
Normally, the same as teaching language
Duration
1 hour preparation and 30 minutes examination
Examination aids
Allowed. A closer description of the exam rules will be posted in itslearning.
ECTS value
5
Indicative number of lessons
Teaching Method
At the faculty of science, teaching is organized after the three-phase model ie. intro, training and study phase.
- 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