SubjectsSubjects(version: 855)
Course, academic year 2019/2020
  
Retrosynthesis - AP110004
Title: Retrosynthesis
Guaranteed by: Department of Organic Chemistry (110)
Actual: from 2019
Semester: both
Points: 0
E-Credits: 0
Examination process:
Hours per week, examination: 3/0 other [hours/week]
Capacity: winter:unknown / unknown (unknown)
summer:unknown / unknown (unknown)
Min. number of students: unlimited
Language: English
Teaching methods: full-time
Level:  
For type: doctoral
Additional information: http://uoch.vscht.cz/files/uzel/0006592/synton.pdf
Note: course is intended for doctoral students only
you can enroll for the course in winter and in summer semester
Guarantor: Cibulka Radek prof. Ing. Ph.D.
Interchangeability : D110004, P110004
Annotation -
Last update: Pátková Vlasta (19.11.2018)
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.
Aim of the course -
Last update: Pátková Vlasta (19.11.2018)

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

Literature -
Last update: Pátková Vlasta (19.11.2018)

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

Learning resources -
Last update: Pátková Vlasta (19.11.2018)

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

Syllabus -
Last update: Pátková Vlasta (19.11.2018)

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).

Course completion requirements -
Last update: Pátková Vlasta (19.11.2018)

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.

 
VŠCHT Praha