CH 845 : Organic Reactions and Synthesis

Autumn elective. CH 807 : Organic Synthesis has been renamed as CH 845 : Organic Reactions and Synthesis

Syllabus

Synthetic strategies and tactics, synthetic equivalents, normal and umpolung reactivity, methods of umpolung generation. Selective introduction and manipulation of functional groups, protecting groups, protecting group free approaches, latent functionality, retrosynthetic analysis. Formation of C-C and C-X (X = O, N, S etc) bonds via enolates, enamines, radicals, carbenoids, metal mediated coupling reactions, C-H activation/functionalization. Formation of C=C bonds via various olefination methods and metal mediated coupling reactions. Formation of carbon-carbon triple bonds. Thermal and photochemical reactions, cyclizations, cycloadditions and rearrangements, ene reaction. Selective oxidation and reduction methods. Multi-component and tandem reactions. Principles of regio- and stereocontrol and their applications in synthesis. Asymmetric synthesis via chiron, auxiliary and catalytic methods. Total synthesis of selected natural products and designed molecules.

Text References

1. S. Warren and P. Wyatt, Organic Synthesis: The Disconnection Approach, Wiley, 2008.

2.  L. A. Paquette, D. Crich, P. L. Fuchs and G. A. Molander, Encyclopedia of Reagents for Organic Synthesis, 14 Volume Set, 2nd Edition, Wiley, 2009.

3. P. Knochel and G. A. Molander, Comprehensive Organic Synthesis, 2nd Edition, Elsevier, 2014.

4. W. Caruthers and I. Coldham, Modern Methods of Organic Synthesis, 4th Edition, Cambridge University Press, 2012.

5. F. A. Carey and R. J. Sundberg, Advanced Organic Chemistry, Part B: Reactions and Synthesis, 5th Edition, Springer, 2008.

6. P. Wyatt and S. Warren, Organic Synthesis: Strategy and Control, Wiley, 2006.

7. S. Hanessian, S. Giroux and B. L. Merner, Design and Strategy in Organic Synthesis, Wiley-VCH, 2013.

8. T. Hudlicky and J. W. Reed, The Way of Synthesis, Wiley-VCH, 2007.

9. K. C. Nicolaou and E. J. Sorensen, Classics in Total Synthesis: Targets, Strategies, Methods, Wiley-VCH, 1996.