- Docente: Claudio Trombini
- Credits: 10
- SSD: CHIM/06
- Language: Italian
- Moduli: Claudio Trombini (Modulo 1) Marco Lombardo (Modulo 2)
- Teaching Mode: Traditional lectures (Modulo 1) Traditional lectures (Modulo 2)
- Campus: Bologna
- Corso: Second cycle degree programme (LM) in Chemistry (cod. 8029)
Learning outcomes
Course contents
The contents will be as follows: 1. Retrosynthesis. Importance of synthesis. Concepts and terminology of retrosynthetic analysis. Identification of disconnections. Guidelines for choosing disconnections and evaluating routes. Reversed polarity synthons. 2. Functional Group Interconversion Reactions. 3. Retrosynthesis of alkanes, alkenes and alkynes. 4. Retrosynthesis of Monofunctional Target Molecules. Functional group/disconnection/key reaction correlation tables. 5. Retrosynthesis of Difunctional Targets. Functional group span/disconnection/key reaction correlation tables. 6. Retrosynthesis of cyclic target molecules. Annellation, cyclization, reconnection routes. 7. Protection of functional groups. 8. Redox reactions.
Readings/Bibliography
Handouts provided by the teaching staffand lecture notes will be essential.
Further readings:
· K. C. Nicolaou, E. J. Jorgensen, “Classics in Total Synthesis”, VCH.
· K. C. Nicolaou, S. A. Snyder, “Classics in Total Synthesis II”, Wiley-VCH.
· M. B. Smith, “Organic Synthesis”, McGraw Hills-Chemistry Book.
· S. Warren, "Organic Synthesis: The Disconnection Approach", Wiley.
· P. Wyatt, S. Warren, "Organic Synthesis: Strategy and Control (5)", Wiley.
· C. Willis, M. Wills, "Organic Synthesis", Oxford Chemistry Primers N. 31.
· G.D. Meakins, "Functional Groups: Characteristics and Interconversions", Oxford Chemistry Primers N. 35.
Teaching methods
Each lesson will be integrated by exercises in order to train students in using the retrosynthetic approach to problem solving in devising multistep syntheses of a target molecule.
Assessment methods
A written text must be passed to be admitted to the oral exam. The written text is centered on the experimental work done and includes excercises on synthetic techniques. The oral examination will be based on the retrosynthetic analysis of an assigned target molecule, on the identification of a few alternative syntheses and in their comparison in terms of economy, sustainability and practicality.
Teaching tools
PC, video-projector, overhead projector
Office hours
See the website of Claudio Trombini
See the website of Marco Lombardo