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MODULE CONTENT YEAR TERM CREDITS TYPE

2ND CYCLE Organic Synthesis 4 2 4.5 optative

LECTURER(S) Postal address, telephone no, e-mail address

Rosario M. Sánchez Martín Dpto. Química Farmacéutica y Orgánica, 3ª planta, Facultad de Farmacia. (Despacho dentro de Biblioteca del Departamento). Email adress: rmsanchez@ugr.es telephone number: 958246678

DEGREE WITHIN WHICH THE SUBJECT IS TAUGHT

Pharmacy (2002)

PREREQUISITES and/or RECOMMENDATIONS (if necessary)

Organic Chemistry and Pharmaceutical Chemistry

Knowledge of English and Computer

BRIEF ACCOUNT OF THE SUBJECT PROGRAMME (ACCORDING TO THE DEGREE)

Synthesis of organic compounds. Retrosynthesis concept. Protecting groups. Synthons. Synthesis regioselective, stereoselective and stereospecific..

GENERAL AND PARTICULAR ABILITIES

GENERAL ABILITIES: • Ability to apply theoretical knowledge to practice. • Ability to make decisions about presented situations. • Problem solving. • research skills. • Capacity for analysis and synthesis. • Communication skills, both oral and written, in the native language.. • Generation of ideas. • Study skills necessary for long term learning and professional development. SPECIFIC SKILLS:

Cognitive (Knowledge): Ability to demonstrate knowledge and understanding of facts, concepts, principles and theories related essential subject content. Ability to apply this knowledge to understanding and solving problems of daily life.

Procedural / Instrumental (Learn how): Ability to present scientific papers properly.

ORGANIC SYNTHESIS

SUBJECT GUIDE Academic year 2013-2014

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Skills in handling molecular models. important parameters to consider in the design of the synthesis of organic compounds. Management Computer organic structures.

Attitudinal (Ser): Ability to recognize and apply the scientific method.

interpretation of structures and the design of the synthesis of organic compounds

OBJECTIVES (EXPRESSED IN TERMS OF EXPECTED RESULTS OF THE TEACHING PROGRAMME)

Understanding of the synthesis of organic compounds from the point of view of its design, focusing mainly on the following points: Use of protecting groups in the synthesis design. functional group interconversion, and its projection into the synthesis design. Knowledge and use of systematic retrosynthesis in CC bond formation.

Knowledge and use of systematic retrosynthesis in the formation of C-heteroatom bonds.

DETAILED SUBJECT SYLLABUS

LECTURES: • UNIT 1. CONCEPT AND EVOLUTION OF ORGANIC SYNTHESIS. Concept of Organic synthesis. Its evolution. Concept of retrosinthetic analysis. Starting materials in Organic Synthesis. • UNIT 2. RETROSYNTHETIC ANALYSIS. Concepts: Disconnection, Retron, synthon, transform. Functional group interconversion, Functional group addition, Functional group , rearrangements. • UNIT 3. ECONOMIC CONSIDERATIONS AND SYNTHETIC STRATEGIES. Chemoselectivity, regioselectivity, steroselectivity. • UNIT 4. PROTEGTING GROUPS. Concept. Classification.

• UNIT 5. CARBON-CARBON BOND • UNIT 6. FUNCTIONAL GROUPS TRANSFORMATIONS • UNIT 7. DISCONNECTION OF MONOFUNCTIONAL SYSTEMS UNIT 8. DISCONNECTION OF DIFUNCTIONAL SYSTEMS (1ST PART) UNIT 9. DISCONNECTION OF DIFUNCTIONAL SYSTEMS (2ND PART)

UNIT 10. FORMATION OF CARBOCYCLIC SYSTEMS. UNIT 11. HETEROATOM-CARBON BOND FORMATION UNIT 12. STEREOSELECTIVE SYNTHESIS

READING

BASIC READINGS:

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-J. CLAYDEN, N. GREEVES, S. WARREN, P. WOTHERS. Organic Chemistry. Oxford University Press, 2001.

-J. MARCH. Advanced Organic Chemistry 6ª edition Ed. Wiley-Blackwell, 2007.

-F.A. CAREY, R. J. SUNDBERG, Advanced Organic Chemistry: Part A: Structure and Mechanisms, Ed. Springer,

2007.

-F.A. CAREY, R. J. SUNDBERG, Advanced Organic Chemistry: Part B: Reaction and Synthesis, Ed. Springer,

2007.PROBLEMAS

COMPLEMENTARY READING

-CARDA, M. et al. Síntesis Orgánica. Resolución de problemas por el método de la desconexión. Ed.

Universitat Jaume I, 1996.

-BALLESTEROS P. et al. Síntesis Orgánica. Ed. UNED. 1991.

-MACKIE, R. K.; SMITH, D. M. Y.; AITKEN, R.A. Guidebook to Organic Synthesis. Longman Scientific &

Technical. 2000.

-COREY, E.J.; Y CHENG X.-M. The Logic of Chemical Synthesis. John Wiley& Sons. New York, 1995.

-WARREN, S.; WYATT, P. Organic Synthesis: The Disconnection Approach. John Wiley& Sons. New York,

2009.

-WYATT, P.; WARREN, S. Organic Synthesis: Strategy and Control. John Wiley& Sons. New York, 2007.

ASSESSMENT (INSTRUMENTS, CRITERIA AND FINAL QUALIFICATION PERCENTAGE, ETC.) Assessment will be based on the exams and students' personal work, which will have to demonstrate the skills acquired. In the evaluation process the student should show a uniform minimum knowledge of all objectives. Simply not fully aware of the contents part ignoring the rest. In exceptional cases, it may make additional oral exam to justify a student's knowledge. It is mandatory to carry out the lab work to pass the course, being indispensable to attend all practice sessions, as well as performing a test that guarantees their knowledge. Neither theory exams passed, will be saved for the next academic year or for the special examination in September. Approved practices are not saved for the next academic year. LINK OF THE RULE OF EVALUATION AND QUALIFICATION OF STUDENTS UGR: http://farmacia.ugr.es/noticias/docu/NormEVALUACINYCALIFICACIN.pdf

LEARNING OUTCOMES ASSESSMENT % MARKING CEM1.1, CEM1.5, CEM1.9 y CEM1.11

SE.1, SE.2, SE.3 y SE.4 95

CEM1.1, CEM1.3, y CEM1.11 SE.7, SE.8, SE.9 y SE.10 3 CEM1.1, y CEM1.9 SE5, SE.11 y SE.12 2