Details of CH3104 (Autumn 2019)
| Level: 3 | Type: Theory | Credits: 4.0 |
| Course Code | Course Name | Instructor(s) |
|---|---|---|
| CH3104 | Stereochemistry and asymmetric synthesis | Suman De Sarkar, Sureshkumar Devarajulu |
| Syllabus |
|---|
| Stereochemistry of Acyclic Compounds (10 Lectures)
Representation of molecules in Fischer, saw horse, flying-wedge and Newman formulae and their inter translations, symmetry elements, molecular chirality. Configuration: stereogenic units i) Stereocentres: stereogenicity, chirotopicity, systems involving 1,2,3 centres D/L and R/S descriptor, threo/erythro and syn/anti nomenclatures ii) Stereoaxis: chiral axis in allenes and biphenyls, R/S descriptor; cis/trans, syn/anti, E/Z descriptors (for C=C, C=N). Optical Activity, Topicity and Conformation (10 Lectures) Specific rotation, optical purity (enantiomeric excess) Topicity of ligands and faces (elementary idea): Pro-R, Pro-S and Re/Si descriptors. Conformation: Conformational nomenclature, eclipsed, staggered, gauche and anti; dihedral angle, torsion angle, energy barrier of rotation, relative stability of conformers on the basis of steric effect, dipole-dipole interaction, H-bonding etc. Stereochemistry of Cyclic Compounds (10 Lectures) Conformational analysis: monocyclic compounds, fused and bridged ring compounds Dynamic stereochemistry: conformation and reactivity Elimination (E2), rearrangement, nucleophilic substitution (SN1, SN2, NGP) Asymmetric Synthesis (10 Lectures) Introduction to asymmetric synthesis Basic principles and examples of stereospecific, stereoselective, enantioselective and diastereoselective reactions |
| References |
|---|
| 1. Stereochemistry of Organic Compounds: Principles and Applications by D. Nasipuri.
2. Stereochemistry of Carbon Compounds by E. L. Eliel and S. H. Wilen. 3. Advanced Organic Chemistry: Reaction Mechanism by R. Bruckner. 4. Organic Chemistry by J. Clayden, N. Greeves and S. Warren. |
Course Credit Options
| Sl. No. | Programme | Semester No | Course Choice |
|---|---|---|---|
| 1 | IP | 1 | Core |
| 2 | IP | 3 | Not Allowed |
| 3 | IP | 5 | Not Allowed |
| 4 | MR | 1 | Not Allowed |
| 5 | MR | 3 | Not Allowed |
| 6 | MS | 5 | Core |
| 7 | RS | 1 | Not Allowed |
| 8 | RS | 2 | Not Allowed |