Dades generals

Curs acadèmic:
2017
Descripció:
Estudi de les principals estratègies de síntesi de molècules orgàniques
Crèdits ECTS:
3

Grups

Grup QM

Durada:
Semestral, 1r semestre
Professorat:
MARTA PLANAS GRABULEDA
Idioma de les classes:
Anglès (100%)

Competències

  • Capacitat per analitzar críticament a partir de la recollida d'informació i la interpretació de dades , situacions complexes i dissenyar estratègies creatives i innovadores per resoldre-les.
  • Aplicar els principis i teories de la reactivitat química a l'estudi dels compostos orgànics i inorgànics i al desenvolupament dels processos.

Continguts

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.

Activitats

Tipus d’activitat Hores amb professor Hores sense professor Total
Classes expositives 10 18 28
Classes participatives 8 12 20
Prova d'avaluació 3 9 12
Resolució d'exercicis 6 9 15
Total 27 48 75

Bibliografia

  • Warren, Stuart (2009 ). Workbook for organic synthesis : the disconnection approach (2nd ed.). Chichester [etc.]: Wiley. Catàleg
  • Warren, Stuart (cop. 2008 ). Organic synthesis : the disconnection approach (2nd ed.). Chichester: Wiley. Catàleg
  • Wyatt, Paul (2008 ). Workbook for organic synthesis : strategy and control . Chichester [etc.]: John Wiley & Sons. Catàleg
  • Wyatt, Paul (2007 ). Organic synthesis. Hoboken, NJ: John Wiley. Recuperat 26-06-2014, a http://lib.myilibrary.com?ID=85491 Catàleg
  • Smith, Michael (cop. 2002 ). Organic synthesis (2nd ed.). Boston [etc.]: McGraw-Hill. Catàleg
  • Greene, Theodora W (cop. 1999 ). Protective groups in organic synthesis (3rd. ed.). New York [etc.]: John Wiley & Sons. Catàleg

Avaluació i qualificació

Activitats d'avaluació:

Descripció de l'activitat Avaluació de l'activitat %
Problem-solving exercises related to the topics in the course This activity can not be retaken. Students will work in small groups. Cooperative learning methodologies will be used. 40
Exam This activity can be retaken. Achievement of the topics in the course will be assessed. 60

Qualificació

Grading:
Exercises related to the topics of the course 40%
Exam 60%

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.

Observacions

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.

General comment:
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.

Assignatures recomanades

  • Mètodes sintètics orgànics
  • Química dels compostos orgànics