To understand the fundamental concepts underlying the strategic planning and efficient syntheses of simple organic molecules and to be able to compare them in terms of yields and strategies.
To provide an understanding of how to build molecules and which fragments of smaller molecules to use.
To acquire knowledge, skills and competences that enable the understanding of published literature work and apprehend the experimental work involved in a more complex synthesis.
Luísa Maria da Silva Pinto Ferreira
Weekly - 4
Total - 55
Basic concepts of organic chemistry and reaction mechanisms.
1. S. Warren, P. Wyatt, Organic Synthesis - The disconnection Approach. second ed., Wiley 2008.
2. J. Clayden, N. Greeves and S. Warren, Organic Chemistry. Oxford University Press, 2012.
3. P. Wyatt, S. Warren, Organic Synthesis - Strategy and Control. Wiley, 2007.
4. Química Orgânica, Volume 2, Pedro Paulo Santos, IST Press, Lisboa, 2013, capítulos 15 & 17. A book of general organic chemistry well adapted to the syllabus of this course.
5. S. Prabhakar (ed.), Organic Synthetic Methodology, Edinova, Lisboa, 2000.
Subjects are presented and explained to students in class (2,5h/week) with an emphasis on practical cases to stimulate the active learning.
Throughout the semester, students complete on the lab a small synthesis involving 2 to 3 synthetic steps. .The students should initially develop the project in a theoretical way, present the project to the colleagues in the classroom and only after develop it in the laboratory.
2 TEST EACH worth 35%
PRACTICAL CLASSES (10% PLANNING) + PRACTICAL EXECUTION (10%) + REPORT AND DISCUSSION (10%) = 30%
A minimum score of 9.5 is required in the theoretical-practical component and in the practical component
Chemical synthesis objectives and practical importance.
General concepts involved in a chemical synthesis. Synthetic strategy. Linear synthesis and convergent synthesis. Synthetic yield. Economy of atoms.
Retrosynthetic analysis: general concepts of retrosynthesis. Disconnection, synthon, equivalent synthon, control synthon, functional group interconvertion, ‘umpolung’. Disconnection of one or more functional groups.
Retrosynthesis and synthesis of alicyclic compounds containing heteroatoms (N, S, O).
Methods for the obtention of compounds bearing 3- and 4-membered rings.
Brief mention to the synthesis of heterocycles.