Details of CH4117 (Autumn 2025)

Level: 4 Type: Theory Credits: 4.0

Course CodeCourse NameInstructor(s)
CH4117 Advanced Organic Chemistry IV Alakesh Bisai,
Sureshkumar Devarajulu

Preamble
This course introduces the student in the field of the advanced stereochemistry and selective organic
transformations. Stereochemistry is of critical importance to drug actionbecause the shape of a drug
molecule is an important factor in determining how it interacts with the receptors in the biological
systems. In this regard, the advanced asymmetric synthesis will be discussed. The later part deals with
the biosynthesis of natural products, with emphasis on terpenes, steroids, phenolic compounds, as well
as natural products deriving via the polyketide and shikimic acid pathways. After successfully
completing the course, the students will be able to predict the biosynthesis of a given natural product
depending on its structural characteristics.

Syllabus
Advanced Stereochemistry and Stereoselective Transformations
1.1. Chirality and Isomerism
1.2. Conformational Analysis
1.3. Chemoselectivity and Regioselectivity
1.4. Stereoselectivity (Enantioselectivity and Diastereoselectivity)

Advanced Asymmetric Synthesis
2.1. Asymmetric Synthesis on Chiral Substrates
2.2. Asymmetric Synthesis Using Chiral Auxiliary
2.3. Asymmetric synthesis using chiral catalysts
2.4. Application in Organic Synthesis

Biosynthesis of Natural Products
3.1. Terpenoids and Carotenoids (Menthol, Santonin and β-Carotene etc.)
3.2. Alkaloids: Biosynthesis of Alkaloids (Reserpine, Huperzine etc.)
3.3. Biosynthesis of Lanosterol, Cholesterol etc.
3.4. Shikimic acid Pathway, Lignans and Lignin

Biocatalysis and Enzymatic Catalysis
4.1. Enzymes involved in the Biosynthesis of the Natural Product
4.2. Plant Pigments / Porphyrins: Cyanins, Flavones, Carbazoles etc.
4.3. Prostaglandins: Synthesis of PGE2 and PGE2α
4.4. Phenylalanine Aminomutase and Ammonia-lyase

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.ProgrammeSemester NoCourse Choice
1 IP 1 Not Allowed
2 IP 3 Not Allowed
3 MP 1 Not Allowed
4 MP 3 Elective
5 MR 1 Not Allowed
6 MR 3 Not Allowed
7 MS 3 Not Allowed
8 MS 5 Not Allowed
9 MS 7 Elective
10 MS 9 Elective
11 RS 1 Elective
12 RS 2 Elective