| CODE | CHE3390 | ||||||||||||
| TITLE | Synthetic Organic Chemistry | ||||||||||||
| UM LEVEL | 03 - Years 2, 3, 4 in Modular Undergraduate Course | ||||||||||||
| MQF LEVEL | 6 | ||||||||||||
| ECTS CREDITS | 6 | ||||||||||||
| DEPARTMENT | Chemistry | ||||||||||||
| DESCRIPTION | 1. Advanced topics in synthetic organic chemistry with a focus on regio-, chemo- and stereo-selectivity. History and purpose of synthesis. Milestones in structure elucidations and in organic synthesis. Stereoelectronic Effects. Principles of stereochemistry and stereodifferentiation. Prochirality and topicity. Enantiomeric purity determination; 2. Chirality and biological activity; 3. Introduction to Green Chemistry, green metrics and green organic synthesis; 4. Asymmetric Synthetic Methodologies, emphasis is placed on practical utility and relevance to industrial synthesis and to Green Chemistry. The chirality pool. Racemate resolutions. Fermentation processes. Enzymatic transformations. Asymmetric synthesis; 5. Industrial processes: comparing different approaches to enantiomerically pure compounds; 6. Retrosynthetic analysis of a molecule: the disconnection approach. Common synthons, latent polarity, umpolung and functional group interconversion. Strategies for planning the synthesis of complex organic molecules. Study-unit Aims: The study-unit is intended to give students an idea of mechanistic pathways of organic reactions and synthetic methodologies with a focus on stereoselectivity and to apply the use of the disconnection approach in order for them to be able to propose a multistep synthesis of complex organic molecules; emphasis is placed on practical utility and relevance to industrial synthesis and to Green Chemistry. Learning Outcomes: 1. Knowledge & Understanding By the end of the study-unit the student will be able to: - Explain the mechanistic pathways of organic reactions, with special emphasis to the stereochemical aspects of the related processes; - Illustrate the main different methodologies available for the regio- and stereo-selective synthesis of organic compounds endowed of industrial interest; - Demonstrate the connection between chirality and biological activity; - Illustrate the main factors that play a role in determining the choice of a certain route for the industrial synthesis of chiral compounds; - Design a multistep synthesis of a complex organic molecule applying retrosynthetic analysis strategy and green chemistry principles. 2. Skills By the end of the study-unit the student will be able to: - Manage data for problem solving. Main Text/s and any supplementary readings: - R. A. Sheldon, Chirotechnology - Industrial Synthesis of Optically Active Compounds. Dekker - A. Aitken, S. N. Kilenyi, Asymmetric Synthesis. Blackie Academic & Professional - S. Warren, Organic Synthesis: The Disconnection Approach. Wiley - J. Claiden, Organic Chemistry. Oxford University Press - P.T. Anastas, J.C. Warner, Green Chemistry. Theory and Practice. Oxford University Press: New York, 1998. - Material by the lecturer. |
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| ADDITIONAL NOTES | Pre-requisite Study-units: CHE1360 and CHE2365 | ||||||||||||
| STUDY-UNIT TYPE | Lecture | ||||||||||||
| METHOD OF ASSESSMENT |
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| LECTURER/S | Giovanna Bosica |
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The University makes every effort to ensure that the published Courses Plans, Programmes of Study and Study-Unit information are complete and up-to-date at the time of publication. The University reserves the right to make changes in case errors are detected after publication.
The availability of optional units may be subject to timetabling constraints. Units not attracting a sufficient number of registrations may be withdrawn without notice. It should be noted that all the information in the description above applies to study-units available during the academic year 2025/6. It may be subject to change in subsequent years. |
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