Details of CH4117 (Autumn 2022)
| Level: 4 | Type: Theory | Credits: 4.0 |
| Course Code | Course Name | Instructor(s) |
|---|---|---|
| CH4117 | Advanced Organic Chemistry II | Alakesh Bisai, Balaram Mukhopadhyay |
| Preamble |
|---|
| This course broadly focuses on the discovery of various reagents for carrying out a number of oxidation and reduction processes, and skeletal rearrangements of organic molecules. Special emphasis will be given for the discovery of new reagents in last 1-2 decades. This course will also provide fundamentals of asymmetric catalysis and its applications in various carbon-carbon and carbon-hetero bond forming processes using transition-metal based catalysis as well as recently developed organocatalytic processes.
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| Syllabus |
|---|
| Various Oxidation Processes :
Non-metal based Oxidations: (a) Peracids, DMDO (b) Ozonolysis (c) Activated DMSO/DMS Complexes; Hypervalent iodine reagents; Oppenuer oxidation, Rubottom Oxidation Oxidations using high valent Metals: OsO4 and KMnO4 oxidation of olefins; Cr(VI)-complexes (Dauben oxidation); Pd(II)-complexes (Saugusa-Itoh Oxidation); Mn(IV)-complexes; Se(IV)-complexes; Concept of Aerobic Oxidations Asymmetric Oxidations: Sharpless Epoxidation, Sharpless Dihydroxylation, Jacobsen-Katsuki Oxidation, Shi Epoxidation, other catalytic asymmetric oxidations Various Reduction Processes: Non-Metal based Reductions: Wolf-Kishner reduction; Diazines (imide reductions of double and triple bonds) and other variants; Reduction using dissolving Metals; Metal hydrides; Catalytic hydrogenation: (a) Hydrogenations, Raney Ni, (Mozingo reduction); Transfer hydrogenations; Meerwein-Ponndorf-Verley (MPV) reduction; Ru- and Ir-based systems Asymmetric Reductions: Corey-Bakshi-Shibata Reduction, Imine Reductions, Reductive Aminations, Hydrogenation of Enamines (L-DOPA Synthesis), Reductions trisubstituted Olefins Rearrangements and Catalysis: Electrophilic Rearrangements and Nucleophilic Rearrangements, Domino Processes, Photoredox Catalysis, Electrocatalysis, C-H Activations, Cross-coupling reactions, Metathesis & Asymmetric Metathesis Asymmetric C-C Bond-Forming Reactions: Aldol Reactions (Transannular Aldol), Michael (Transannular Michael) Mukaiyama Aldol and Mannich, Catalytic Processes using Enamines and Iminium species (Aldol Reactions, Mannich Reactions, Michael Reactions etc.). |
| References |
|---|
| 1. Modern Methods of Organic Synthesis by W. Carruthers
2. Domino Reactions in Organic Synthesis by L. F. Tietze 3. The Way of Synthesis: Evolution of Design and Methods for Natural Products by Tomas Hudlicky & Josephine W. Reed 4. Molecules that Changed the World by K. C. Nicolaou and Tamsyn Montagnon 5. Protecting-Group-Free Organic Synthesis: Improving Economy and Efficiency by Rodney A. Fernandes 6. Enantioselective Chemical Synthesis: Methods, Logic and Practice by E. J. Corey and Laszlo Kurti 7. Classics in Total Synthesis II: More Targets, Strategies, Methods by K. C. Nicolaou & Scott A. Snyder |
Course Credit Options
| Sl. No. | Programme | Semester No | Course Choice |
|---|---|---|---|
| 1 | IP | 1 | Not Allowed |
| 2 | IP | 3 | Elective |
| 3 | IP | 5 | Not Allowed |
| 4 | MP | 1 | Core |
| 5 | MP | 3 | Not Allowed |
| 6 | MR | 1 | Not Allowed |
| 7 | MR | 3 | Not Allowed |
| 8 | MS | 3 | Not Allowed |
| 9 | MS | 5 | Not Allowed |
| 10 | MS | 7 | Elective |
| 11 | MS | 9 | Elective |
| 12 | RS | 1 | Elective |
| 13 | RS | 2 | Elective |