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Stereoselective organic syntheses - D110022
Title: Stereoselektivní organické syntézy
Guaranteed by: Department of Organic Chemistry (110)
Faculty: Faculty of Chemical Technology
Actual: from 2014
Semester: winter
Points: winter s.:0
E-Credits: winter s.:0
Examination process: winter s.:
Hours per week, examination: winter s.:0/0, other [HT]
Capacity: unknown / unknown (unknown)
Min. number of students: unlimited
Language: Czech
Teaching methods: full-time
Level:  
For type:  
Note: course is intended for doctoral students only
can be fulfilled in the future
Guarantor: Hodačová Jana doc. Dr. Ing.
Is interchangeable with: AP110012, P110012
Annotation -
Last update: Hodačová Jana doc. Dr. Ing. (10.04.2014)
The course Stereoselective Organic Syntheses follows up to the courses of Organic Synthesis and Retrosynthesis. The course includes basic organic stereochemistry, physico-chemical aspects of stereochemical transformations, analytical methods applicable to the studies of chiral compounds, and methods of stereoselective syntheses. Students will be acquainted with a series of diastereoselective and enantioselective organic reactions.
Aim of the course -
Last update: Hodačová Jana doc. Dr. Ing. (10.04.2014)

Students will be able to:

do stereochemical analysis of organic compounds and their reactions

propose a suitable synthetic method for the preparation of the desired stereoizomer of a product

prepare chiral non-racemic compound and determine its enantiomerical purity
Literature -
Last update: Hodačová Jana doc. Dr. Ing. (10.04.2014)

R: Eliel, E. L.; Wilen, S. H.: Stereochemistry of Organic Compounds, John Wiley & Sons, New York, 1994. ISBN 978-0-471-01670-0.

R: Atkinson, R. S.: Stereoselective Synthesis, Wiley, Chichester, 1995. ISBN 978-0-471-95419-4.

A: Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E.: Stereoselective Synthesis v serii Methods of Organic Chemistry, Houben-Weyl, Vol. 21a-21f, 4. vydání, Thieme, Stuttgart, 1995. ISBN 9783131001146.
Learning resources -
Last update: Hodačová Jana doc. Dr. Ing. (10.04.2014)

A teacher will provide the study materials related to the lectures.
Syllabus -
Last update: Hodačová Jana doc. Dr. Ing. (10.04.2014)

1. Chirality. Stereochemical nomenclature.

2. Stereochemical analysis of organic compounds and reactions.

3. Racemization, enantiomerzsation, epimerization, diastereomerization.

4. Analytical methods in organic stereochemistry.

5. Methods of obtaining enantiomers.

6. Principles of stereoselective syntheses.

7. Relative stereochemistry control via cyclic tranzition state or cyclic intermediate.

8. Enantioselective reactions with use of chiral auxiliary.

9. Enantioselective reactions with use of chiral stoichiometric reagent.

10. Enantioselective metallocatalysis - a formation of the C-O and C-N bond.

11. Enantioselective metallocatalysis - a formation of the C-H and C-C bond.

12. Enantioselective organocatalysis.

13. Enantioselective catalysis with enzymes.

14. Strategy of stereoselective syntheses.
Course completion requirements -
Last update: Hodačová Jana doc. Dr. Ing. (23.04.2014)

To pass two semestral tests and an exam.
Coursework assessment
Form Significance
Examination test 50
Continuous assessment of study performance and course -credit tests 20
Oral examination 30

 
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