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DEPARTMENT OF CHEMISTRY
INDIAN INSTITUTE OF TECHNOLOGY MADRAS
CY6023 : NEW METHODS AND STRATEGIES IN ORGANIC SYNTHESIS (DEPARTMENT ELECTIVE-II)
Course Objectives: To learn various organic reactions and reagents used in them as tools applied in the art of organic synthesis. To learn retrosynthetic approach towards organic synthesis.
Learning Outcomes: At the end of the course, the learners should be able to:
Use various reagents and organic reactions in organic synthesis
Use retrosynthetic method for the logical dissection of complex organic molecules and devise synthetic methods
Course Contents:
Chemo-, regio- and stereoselective functional groups interconversions; oxidation and reduction processes and their synthetic utility; metal-free oxidation (boron-, peroxide- sulfur-, iodine-based) and metal-based (Ru-, Cr-, Mn-, Os-, Pd-) reagents; transfer hydrogenation; enantioselective oxidation and reduction processes.
Strategic carbon-carbon and carbon-heteroatom bonds formation; carbon-carbon multiple bonds construction processes and corresponding named reactions; functional group transposition; conjunctive reagents; construction of cyclic frameworks; fused and spirocyclic systems.
Domino/Cascade reactions: principles and advantages; rationalization with examples of radical, anionic, cationic, and pericyclic domino/cascade processes.
Metal catalyzed/promoted and metal-free cross-coupling and annulation reactions: Pd-, Cu-, Ni-, Fe-, Co-, Ru-catalyzed reactions; concept of C–H bond activation/functionalization.
Strategic bond disconnection, disconnection approach towards small molecules and natural products; protection and deprotection of oxygen and nitrogen containing common functional groups; protecting group free organic synthesis.
Text Books:
- Carruthers, Modern Methods of Organic Synthesis, Cambridge University Press, 1996
- Kuerti and B. Czako, Strategic Applications of named Reactions in Organic Synthesis, Elsevier Academic Press, 2005
- A. Cary and R. I. Sundberg, Advanced Organic Chemistry, Part A and B, 5th Edition, Springer, 2009
- Clayden, N. Greeves, and S. Warren, Organic Chemistry, Oxford University Press, 2nd Edition, 2012
- F. Tietze, G. Brasche, and K. Gericke, Domino Reactions in Organic Synthesis, Wiley, 2006
- Roderick Bates, Organic Synthesis using Transition Metals, 2nd Edition, Wiley, 2012
- George S. Zweifel and Michael H. Nantz, Modern Organic Synthesis: An Introduction, W. H. Freeman Publisher, 2007.
- Warren, Organic Synthesis, The disconnection Approach, John Wiley & Sons, 2004.
