3 ECTS credits
80 u studietijd
Aanbieding 1 met studiegidsnummer 4023194ENR voor alle studenten in het 1e semester met een verdiepend master niveau.
Theory (“HOC”):
This course deals with advanced topics within the field of asymmetric synthesis with special emphasis on modern catalytic enantioselective methods. The following topics are discussed:
1) General principles: stereochemical vocabulary, analytical methods and general concepts in asymmetric synthesis.
2) Asymmetric addition to carbonyl compounds (chiral auxiliaries, catalytic methods and autocatalysis)
3) The use of chiral enolates and organocatalysis. Enolate alkylation and asymmetric aldol reactions (Zimmerman-Traxler transition state, etc.)
4) Asymmetric additions to C=C bonds
5) Asymmetric reductions and oxidations
Practical laboratory exercise (“WPO”)
In the laboratory exercise the students will carry out a catalytic, enantioselective transformation such as a catalyzed addition of diethyl zinc to an aldehyde or an organocatalytic Diels-Alder reaction catalyzed by MacMillan’s catalyst. This is followed by determination of the enantiomeric ratio using an appropriate method such as gas chromatography on a chiral phase. The experiment will be documented in a written report including analysis of the stereoselectivity.
Course material:
- (recommended) “Organic Chemistry”, Clayden , Greeves & Warren, Oxford Univ. Press; 2nd Edition 2012
- “March's Advanced Organic Chemistry”, Michael B. Smith, Wiley, 7th Ed. 2013
- “Advanced Organic Chemistry”, Carey and Sundberg, Springer, 5th Ed. 2007
- “Classics in Stereoselective Synthesis”, Erick M. Carreira and Lisbet Kvaerno, Wiley, 1st Edition, 2009
- “Asymmetric Synthesis: The Essentials“ Mathias Christmann and Stefan Bräse, 2nd Edition, Wiley, 2007
Additional course material will be available on the learning platform (powerpoint slides).
The student has good knowlegde of the methods and principles of asymmetric synthesis including insight in the reaction mechanisms in the field of asymmetric synthesis. The student is able to design and execute the synthesis of chiral molecules and has the ability to understand and follow the scientific literature in the field of asymmetric synthesis.
De beoordeling bestaat uit volgende opdrachtcategorieën:
Examen Andere bepaalt 100% van het eindcijfer
Binnen de categorie Examen Andere dient men volgende opdrachten af te werken:
The assessment consists of the following categories of assignments:
oral examination preceded by a written preparation (30 min preparation followed by 30 min oral examination)
written report about the laboratory exercises
(All categories need to be fulfilled in order to be eligible for obtaining a final grade)
Oral exam determines 85% of the final grade
Written report 15% of the final grade (evaluated at the oral exam)
Deze aanbieding maakt deel uit van de volgende studieplannen:
Master in de bio-ingenieurswetenschappen: cel- en genbiotechnologie: medische biotechnologie
Master in de bio-ingenieurswetenschappen: cel- en genbiotechnologie: moleculaire biotechnologie
Master in de bio-ingenieurswetenschappen: cel- en genbiotechnologie: agrobiotechnologie
Master in de bio-ingenieurswetenschappen: chemie en bioprocestechnologie: voedingsbiotechnologie
Master in de bio-ingenieurswetenschappen: chemie en bioprocestechnologie: chemische biotechnologie
Master in de bio-ingenieurswetenschappen: chemie en bioprocestechnologie: biochemische biotechnologie
Master of Chemistry: Analytical and Environmental Chemistry (enkel aangeboden in het Engels)
Master of Chemistry: Chemical Theory, (Bio)Molecular Design and Synthesis (enkel aangeboden in het Engels)