ORGANIC SYNTHESIS WITH LABORATORY

Course objectives

1) Knowledge and understanding: At the end of the course the student will have acquired the retrosynthetic language and will have learned the main synthetic organic chemistry reactions. He will have deepened his knowledge of the reaction mechanism and of their stereochemical behavior. 2) Applying knowledge and understanding: Through laboratory experiences he will put into practice the experimental techniques learned. 3) Making judgements: Through exercises in the classroom and reports to be done at home, the student will acquire the ability to formulate a synthetic route for complex chiral molecules, knowing how to choose the most economical and feasible solutions among the possible ones. 4) Communication skills: The students will be encouraged to make working groups to find the most efficient way to synthesize a molecule that will be assigned to them. 5) Learning skills: The student will also have learned how to do complete bibliographic research independently and where to find information about the molecule he wants to synthesize.

Channel 1
FRANCESCA LEONELLI Lecturers' profile

Program - Frequency - Exams

Course program
1. Generation and alkylation of enolates and other carbon nucleophiles. 2. Aldol addition and condensation reactions. 3. Mannich reaction. 4. Claisen and Dieckmann condensations. 5. Wittig reaction. 6. Sulfur ylides. 7. Conjugate addition reactions. 8. Overview of the main methods for functional-group interconversion. 9. Protection reactions of functional groups. 10. Cycloaddition reactions. 11. Organometallic compounds. 12. Electrophilic addition to the double bond. 13. Reduction reactions. 14. Oxidation reactions. 15. Synthesis of aromatic compounds. 16. Extended enolates. 17. General aspects of retrosynthetic analysis. 18. Chemoselectivity. 19. Functional-group disconnections. 20. Carbon–carbon disconnections.
Prerequisites
A good knowledge of the functional groups in organic chemistry and the fondamental on the main organic reactions mechanisms.
Books
1) Francis A. Carey, Richard J. Sundberg - Springer, 2007, V edizione; Advanced Organic Chemistry. Part B: Reaction and Synthesis 2) Stuart Warren, Paul Wyatt-Wiley seconda edizione 2008 Organic Synthesis: The Disconnection Approach
Teaching mode
The course is organized in 6 frontal lesson CFUs in which will be carried out also some exercises to put into practice the knowledge acquired in the formulation of a synthetic pathway and 3 laboratory CFUs in which some of the most classic synthetic methodologies will be investigated from an experimental point of view.
Frequency
Attendance of classroom lessons is optional while attendance of the laboratory is compulsory
Exam mode
The final exam will consist of a written test concerning the development of a synthetic route for an assigned molecule. After the written test there will be an oral test related to the knowledge acquired during the course. The final exam score will take into account both the written and the oral.
Lesson mode
The course will be carried out using power point slides and the blackboard.
  • Lesson code1022358
  • Academic year2025/2026
  • CourseChemistry
  • CurriculumChimica Organica e Biomolecolare
  • Year1st year
  • Semester2nd semester
  • SSDCHIM/06
  • CFU9