CHEM-478 (Organic Synthesis)
The aim of the course is to provide fundamental knowledge of reaction mechanisms in synthetic organic chemistry. The course covers the methods for C-C bond and C-heteroatom bond formation with the basic understanding of selectivity and reactivity of organic molecules. The course will also provide the necessary background to understand the concept of retrosynthetic analysis of simple organic molecules.
LEARNING OUTCOMES
On completion of the course, students will be able to:
ASSIGNMENTS
Comprehensive problem sets based on the topic covered during the lecture will be given throughout the semester. Moreover every student will be given a separate topic on modern trends in organic synthesis, for presentation and assignment.
RECOMMENDED READINGS
READINGSRR
1.Clayden J., Greeves N., and Warren S. Organic Chemistry, Oxford University Press, New York.
2. Smith M. B., Organic Synthesis, Academic Press, USA
3. Paul Wyatt, Stuart Warren, Organic Synthesis, The Disconnection Approach. John Wiley & Sons,, New York
4. March, J., Advanced Organic Chemistry, Wiley, New York.
5Warren S., Designing organic synthesis, John Wiley & Sons, NY
6. Morrison, R. T. and Boyd, N. Organic Chemistry, Allyn & Bacon, London.
ASSESSMENT
Sessional: 20% (presentation+ assignments + class participation)
Mid Term Exam: 30%
Final exam: 50%
COURSE OUTLINE
Week |
Topics |
1. |
Introduction and importance of Organic Synthesis. Methods for C – C bond formation, Methods for generation of carbanions |
2. |
Enolate chemistry for C – C bond formation, Role of medium in alkylation reactions |
3. |
Kinetic vs Thermodynamic enolat, O vs C-alkylation |
4. |
Specific enolate equivalents |
5. |
Michael addition, Mannich Reaction and Robinson annulation |
6. |
Ylides in C-C bond formation. Other methods like pericylic reactions etc |
7. |
Methods for C–O, C – N bond formation, Trends in organic synthesis |
8. |
Introduction and role of protective groups in organic synthesis, Protective groups for carbonyl, alcohols and amines functionalities |
9. |
Mid Term Exam |
10. |
Introduction to reterosynthesis, concept of 1,1, 1,2 disconnections, Functional group inter-conversion (FGI) |
11. |
Disconnections of alcohols and its derivatives |
12. |
Disconnections of alkenes |
13. |
Disconnections of alkanes |
14. |
Retrosynthesis of difunctionalized compounds |
15. |
Disconnections of 1,3-dioxygenated compounds |
16. |
Disconnections of carboxylic acids and simple carbonyl compounds |
17. |
Disconnections of 1,5-dicarbonyls |
18 |
Practice and exercise of retrosynthesis as well as synthesis of multifunctional organic compounds |
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