SubjectsSubjects(version: 965)
Course, academic year 2019/2020
  
Retrosynthesis - P110004
Title: Retrosyntéza
Guaranteed by: Department of Organic Chemistry (110)
Faculty: Faculty of Chemical Technology
Actual: from 2019
Semester: both
Points: 0
E-Credits: 0
Examination process:
Hours per week, examination: 3/0, other [HT]
Capacity: winter:unknown / unknown (unknown)
summer:unknown / unknown (unknown)
Min. number of students: unlimited
State of the course: taught
Language: Czech
Teaching methods: full-time
Level:  
Additional information: http://uoch.vscht.cz/files/uzel/0006592/synton.pdf
Note: course is intended for doctoral students only
can be fulfilled in the future
you can enroll for the course in winter and in summer semester
Guarantor: Cibulka Radek prof. Ing. Ph.D.
Classification: Chemistry > Organic Chemistry
Is interchangeable with: AP110004
Examination dates   Schedule   
Annotation -
The aim of this course is introduction and mainly practicing of the disconnection approach (= retrosynthetic analysis) in organic synthesis. During the course, the retrosynthetic method will be used for the synthesis of complex structures including total synthesis of natural compounds.
Last update: Cibulka Radek (23.06.2018)
Course completion requirements -

It is compulsory to prepare project on the synthesis of natural compound, to pass written examination test with the result at least 60%, and finally to pass successfuly the oral examination.

Last update: Cibulka Radek (23.06.2018)
Literature -

R: Warren S., Wyatt P.: Organic synthesis - The disconnection approach, 2nd Edition, John Wiley, 2008, 9780470712368

R: Wyatt P., Warren S.: Organic Synthesis - Strategy and Control, John Wiley, 2007, 9780470489405

A: Carruthers W., Coldham I.: Modern methods in organic synthesis, Publisher: Cambridge University Press, 2004, 9780521778305

A: Warren S., Wyatt P.: Workbook for Organic Synthesis: The Disconnection Approach, 2nd Edition, John Wiley, 2009, 9780470712276

Last update: Cibulka Radek (23.06.2018)
Syllabus -

1. The disconnection approach. Synthons and their preparation.

2. One and two group C-X disconnections.

3. One group C-C disconnections

4. Alkene and alkyne synthesis. Synthesis of biaryls.

5. Synthesis of 1,3- and 1,5-difunctionalised compounds.

6. Synthesis of 1,2-, 1,4- and 1,6-difunctionalised compounds.

7. Strategy of ring synthesis.

8. Synthesis of heterocyclic and heteroaromatic compounds.

9. Chemoselectivity, regioselectivity and stereoselectivity in organic synthesis.

10. Retron, key structural element for complex compound disconnection.

11. Modern methods for transformations of functional groups.

12. Linear and convergent synthesis.

13. Modern approach to total synthesis of natural compounds - recent examples (workshop).

14. Modern approach to total synthesis of natural compounds - recent examples (workshop).

Last update: Cibulka Radek (23.06.2018)
Learning resources -

http://uoch.vscht.cz/cz/download/synton.pdf

Last update: Pátková Vlasta (18.04.2018)
Learning outcomes -

Students will be able to:

Use nomenclature of retrosynthetic analysis

Apply retrosynthetic analysis to design synthesis of polyfunctional organic compounds

Recognize suitable structural elements suitable for disconnection of complex molecules

Understand logic of total synthesis of natural compounds

Last update: Cibulka Radek (23.06.2018)
 
VŠCHT Praha