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Identificació

Estudia a la UdG

Dades generals

Curs acadèmic:
2020
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 Hores virtuals amb professor Total
Exposició dels estudiants 1,00 4,00 0 5,00
Prova d'avaluació 3,00 9,00 0 12,00
Resolució d'exercicis 4,00 8,00 0 12,00
Sessió expositiva 13,00 9,00 0 22,00
Sessió participativa 6,00 18,00 0 24,00
Total 27,00 48,00 0 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 % Recuperable
Exercises related to the topics of the course to be solved in class Students, working in small groups, will be asked to solve 4 problem sets in class. Cooperative learning methodologies will be used. These problem sets will be related to the topics of the course. In particular, one of the problem sets will be focused on the protection and deprotection of functional groups. In the other problem sets, students will be asked to suggest a retrosynthesis and a synthesis for a given target molecule.
The items that will be assessed are: the synthetic strategy suggested, the correction of the reaction conditions and the correction of the structure of all compounds.
Each group member will have the same score.
20 No
Exercises related to the topics of the course to be solved at home Students, working in small groups, will be asked to solve 2 problem sets at home. Cooperative learning methodologies will be used. These problem sets will be related to the topics of the course. In particular, in these problem sets students will be asked to suggest a retrosynthesis and a synthesis for a given target molecule.
The items that will be assessed are: the synthetic strategy suggested, the correction of the reaction conditions and the correction of the structure of all compounds.
Each group member will have the same score.
10 No
Preparation and oral presentation of a poster related to the topics of the course Students, working in small groups, will be asked to prepare and present a poster focused on the analysis of the synthetic strategy described for a commercial drug. Cooperative learning methodologies will be used.

The detailed description and the key deadlines of all the tasks involved in this activity will be uploaded in the Moodle at the beginning of the course. In particular, students will be asked to choose a commercial drug, search the synthetic strategy described for this drug, plan a retrosynthetic analysis, write the synthetic strategy, prepare the poster and discuss the poster with the rest of the class and with the professor. The professor will choose randomly the member of the group that will present the poster.
This activity will be assessed globally and each group member will have the same score. The assessment will be performed based on an assessment rubric that will be uploaded in the Moodle at the beginning of the course.
The final mark of this activity will be the average between the grades given by the other groups and the grade of the professor.
10 No
Exam Achievement of the topics in the course will be assessed. Students will be ask to suggest a retrosynthesis and a synthetic strategy for different target molecules.
The items that will be assessed are: the synthetic strategy suggested, the correction of the reaction conditions and the correction of the structure of all compounds.
Final exam is to be done individually.
60

Qualificació

Grading of the students that decide to follow a continous assessment:
Exercises to be solved in class: 20%
Exercises to be solved at home: 10%
Preparation and oral presentation of a poster: 10%
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.

(Art. 21.1(UdG). The fraudulent completion of any of the exercises required in the evaluation of a subject will lead to the failure to pass the subject, regardless of the disciplinary process that may be followed against the offending student.)

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.

Avaluació única:
According to the UdG regulations, students who decide to take the single assessment must request it within the established deadlines. Upon acceptance, they waive the continuous assessment.

Grading of the students that request the single assessment:
Exam 100%


The exam and the resit exam, if necessary, will be the same as the ones for the continuous assessment students and will be held on the same date.

This exam will assess the achievement of the topics in the course. Students will be ask to suggest a retrosynthesis and a synthetic strategy for different target molecules. The items that will be assessed are: the synthetic strategy suggested, the correction of the reaction conditions and the correction of the structure of all compounds.

Students must get 5 points in the exam in order to pass the subject. This exam can be retaken. Students with a grade above 5 can improve their marks but they must submit a request to the professor in advance. Performing again the exam means that they renounce to the mark previously obtained.

(Art. 21.1(UdG). The fraudulent completion of any of the exercises required in the evaluation of a subject will lead to the failure to pass the subject, regardless of the disciplinary process that may be followed against the offending student.)

Requisits mínims per aprovar:
Continuous assessment:
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.

Single assessment:
Students must get 5 points in the exam in order to pass the subject.

Tutoria

During the course, students will be encouraged to ask for tutorials with the professor to clarify aspects related to the contents of the subject. These tutorials will be performed in-person or online depending on the way is more convenient for the student.

Comunicacio i interacció amb l'estudiantat

The communication and interaction with students will be via Moodle, email or the videoconferencing platform designated by the UdG .

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 uploaded in the Moodle 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

Modificació del disseny

Modificació de les activitats:
A - Activities carried out by students in a blended scenario

1) Lectures to review and discuss the topics of the course
In-person lectures will be combined with online sessions that will be scheduled according to the Faculty of Sciences recommendations.

2) Participatory classes to discuss theoretical and practical aspects related to the topics in the course
In-person classes will be combined with online sessions that will be scheduled according to the Faculty of Sciences recommendations.

3) Exercises to be solved during the class schedule (grading activity)
Students, working online in small groups, will be asked to solve 4 problem sets that will be programmed during the class schedule. Students will be able to contact the professor by email to ask questions. At the end of the class, students will have to upload their task on the moodle.
These problem sets will be related to the topics of the course. In particular, one of the problem sets will be focused on the protection and deprotection of functional groups. In the other problem sets, students will be asked to suggest a retrosynthesis and a synthesis for a given target molecule. The items that will be assessed are: the synthetic strategy suggested, the correction of the reaction conditions and the correction of the structure of all compounds. Each group member will have the same score.

4) Excercises to be solved at home (grading activity)
Students, working online in small groups, will be asked to solve 2 problem sets at home. Students will have to upload their task on the moodle before the deadline.
These problem sets will be related to the topics of the course. In particular, in these problem sets students will be asked to suggest a retrosynthesis and a synthesis for a given target molecule. The items that will be assessed are: the synthetic strategy suggested, the correction of the reaction conditions and the correction of the structure of all compounds. Each group member will have the same score.

5) Preparation and oral presentation of a poster (grading activity)
Students, working online in small groups, will be asked to prepare and present a poster focused on the analysis of the synthetic strategy described for a commercial drug. The detailed description and the key deadlines of all the tasks involved in this activity will be uploaded in the Moodle at the beginning of the course. In particular, students will be asked to choose a commercial drug, search the synthetic strategy described for this drug, plan a retrosynthetic analysis, write the synthetic strategy, prepare the poster and discuss the poster with the rest of the class and with the professor. The professor will choose randomly the member of the group that will present the poster. This activity will be assessed globally and each group member will have the same score. The assessment will be performed based on an assessment rubric that will be uploaded in the Moodle at the beginning of the course. The final mark of this activity will be the average between the grades given by the other groups and the grade of the professor.
Each group will be asked to upload each task on the moodle before the deadline. The oral presentation will be programmed on the last day of class and will be perfomed online.

6) Exam (grading activity)
The exam will be performed in-person or online according to the Faculty of Sciences recommendations.


B - Activities carried out by students in an e-learning scenario

1) Lectures to review and discuss the topics of the course
In-person lectures will be replaced by online sessions.

2) Participatory classes to discuss theoretical and practical aspects related to the topics in the course
In-person classes will be replaced by online sessions.

3) Exercises to be solved during the class schedule (grading activity)
This activity will be organized as described above for the blended scenario.

4) Excercises to be solved at home (grading activity)
This activity will be organized as described above for the blended scenario.

5) Preparation and oral presentation of a poster (grading activity)
This activity will be organized as described above for the blended scenario.

6) Exam (grading activity)
The exam will be performed in-person or online according to the Faculty of Sciences recommendations.


C - Treatment of vulnerable or temporarily confined students
These students will carry out the same activities described above. These activities will be organized following the e-learning scenario. The particular needs of each student will be taken into account.

Modificació de l'avaluació:
A - Blended scenario

Grading of students that decide to follow continous assessment

The grading will be the same as for the in-person scenario.

Exercises to be solved during the class schedule: 20%
Exercises to be solved at home: 10%
Preparation and oral presentation of a poster: 10%
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.


Grading of the students that request single assessment

The grading will be the same as for the in-person scenario.

Exam: 100%

Students must get 5 points in the exam in order to pass the subject. This exam can be retaken. Students with a grade above 5 can improve their marks but they must submit a request to the professor in advance. Performing again the exam means that they renounce to the mark previously obtained.
The exam and the resit exam, if necessary, will be the same as the ones for the continuous assessment students and will be held on the same date.


B - E-learning scenario

The grading will be the same as described for the in-person and blended scenarios.


C - Treatment of vulnerable or temporarily confined students
The grading of these students will be the same as described above for the blended and e-learning scenarios.
In the case that students are not able to carry out some of the grading activities that can not be retaken due to health problems, these activities are not going to be taken into account in the final mark of the course.
If students are not able to carry out the exam due to health problems, they will be given the opportunity to take it once they have recovered.


(Art. 21.1(UdG). The fraudulent completion of any of the exercises required in the evaluation of a subject will lead to the failure to pass the subject, regardless of the disciplinary process that may be followed against the offending student.)

Tutoria i comunicació:
Tutorials
In any the above scenarios, students will be encouraged to ask for tutorials with the professor to clarify aspects related to the contents of the subject. These tutorials will be performed online.

Communication
In any of the above scenarios, the communication and interaction with students will be via Moodle, by email or through the videoconferencing platform designated by the UdG.