1. Introduction to organic synthesis. Aims of organic synthesis. Linear and convergent synthesis. Selectivity in organic synthesis: chemoselectivity, regio and stereoselectivity, regio and stereospecificity.
2. Retrosynthetic analysis. Definition of target molecule and retrosynthetic analysis. Methodology of the retrosynthetic analysis. Type of transformations: disconnection, connection, rearrangement, interconversion, addition and removal of functional groups.
3. Functional group protection. General considerations: definition and main features of a protecting group, compatibility and orthogonality between protecting groups.
4. Strategies based on functional groups. Functional group manipulation: modification of functional groups; transformations on sp3 carbons, on unsaturated carbon-carbon bonds and on aromatic systems; transformations of hydroxyl, amino and carbonyl groups, of alkyl halides and carboxylic acid and derivatives. Functional groups as complexity elements: disconnection of key functional groups, use of equivalent functional groups.
5. Formation of carbon-carbon bonds. Electrophilic and nucleophilic synthons. Monofunctional and difunctional group disconnections.
6. Formation of carbocyclic systems. Synthesis of carbocycles from acyclic systems. Synthesis of carbocycles by modification of an existing ring.
Exercises related to the topics of the course 40%
The exercises related to the topics of the course comprise:
Exercises to be solved at home
Exercises to be solved in class
Preparation and presentation of a poster
The exam is the only activity that can be retaken. Students that want to improve their marks must submit a request to the professor in advance. Performing again the exam means that they renounce to the mark previously obtained.
Students must get 5 points in order to pass the subject. However, they must get a minimum mark of 4 out of 10 in the exam in order that the marks obtained in the activities that can not be retaken are considered.
Criteris específics de la nota «No Presentat»:
The subject is going to be considered as "Not Presented" only if the student has not carried out any grading activity.
At the beginning of the course, students should form groups of 3 to 4 people. Students must notify the teacher the members of each group at the beginning of the classes. Groups are going to carry out the activities that can not be retaken using cooperative learning methodologies. Final exam is to be done individually.
General features for each activity are indicated. Specific criteria for grading and functioning will be announced at La meva UdG at the beginning of the course.
Chapters related to the manipulation of functional groups and to the strategies for the formation of carbon-carbon bonds have been studied in previous organic subjects (Química dels compostos orgànics, Mètodes sintètics orgànics). Students will be encouraged to review the concepts studied in these subjects. Thus, they are essentially refresher chapters, but relevant aspects not studied in previous courses will be added.