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

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

KE505 Organic chemistry or similar course is expected.

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.
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 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.

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

The following main topics are contained in the course:
  • 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

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

Examination aids

Allowed. A closer description of the exam rules will be posted under 'Course Information' on Blackboard.

ECTS value

5

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

44 hours per semester

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

Teacher responsible

Name E-mail Department
Steffen Bähring sbahring@sdu.dk Institut for Fysik, Kemi og Farmaci

Timetable

Administrative Unit

Fysik, kemi og Farmaci

Team at Educational Law & Registration

NAT

Offered in

Odense

Recommended course of study

Profile Education Semester Offer period