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) Analysis of the main reactions for the construction of the carbon-carbon bond with attention to the factors that can control its regiochemistry and stereochemistry: a) generation and alkylation of enolates and other nucleophilic carbons; b) aldol addition and condensation c) Mannich reaction d) condensation reaction of Claisen and Dieckmann e) Wittig reaction f) conjugated addition reactions g) cycloaddition reaction h) reactions with organometallic compounds 2) Review of the main methods of interconversion of functional groups 3) Protection reactions of functional groups, introduction of mobile activating groups and chiral auxiliaries 4) General aspects of the retrosynthetic analysis 5) Disconnections of monofunctional molecules 6) Disconnections of multi-functionalized molecules 7) Retrosynthetic analysis and synthesis of complex biologically active chiral molecules 8) Retrosynthetic analysis of cyclic and heterocyclic molecules 9) Practice on retrosynthetic analysis of complex molecules
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 year2024/2025
  • CourseChemistry
  • CurriculumChimica Organica e Biomolecolare
  • Year1st year
  • Semester2nd semester
  • SSDCHIM/06
  • CFU9
  • Subject areaAttività formative affini o integrative