NPTEL : NOC:Structure, Stereochemistry and Reactivity of Organic Compounds and Intermediates: A Problem Solving Approach (Chemistry and Biochemistry)

Co-ordinators : Prof. A. Basak


Lecture 1 - Introduction to structure and stereochemistry of organic molecules: salient features of symmetry elements; Role of principal axis, sigma plane, centre of symmetry, and alternating axis of symmetry in deciding chirality

Lecture 2 - Introduction to point group notation, classification, symmetry number and order

Lecture 3 - Examples of various point group notations, chiral and achiral point groups, examples of various point groups

Lecture 4 - Solving problems on point groups (Cn, Cnv, Cnh, Dnd)

Lecture 5 - Conformational Analysis of Perhydrophenanthrene

Lecture 6 - Concept Clearing Session on Achiral Point Groups

Lecture 7 - Axial, Planar and Helical Chirality, assignment of absolute configuration to such molecules

Lecture 8 - Concept of pseudoasymmetry; Reflection variance/invariance problem; methods of nomenclature system

Lecture 9 - Conformational analysis of bicyclic systems: the Decalins

Lecture 10 - Conformational analysis of Perhydrophenanthrene

Lecture 11 - Conformational analysis of Perhydroanthracene

Lecture 12 - Revisiting conformational analysis of Perhydrophenanthrene

Lecture 13 - Revisiting conformational analysis of Perhydroanthracene

Lecture 14 - Introduction to Linear Polarized light and interaction with chiral materials; Circular Birefringence, Circular Dichroism

Lecture 15 - ORD, CD and Cotton Effect (CE); Empirical rule to determine the sign of CE, 2-axial haloketone rule

Lecture 16 - Octant rule: application to substituted cyclohexanone and decalone system

Lecture 17 - Application of Octant rule to tricyclic system; drawing of octant projection

Lecture 18 - Application of Octant rule to steroidal ketones; drawing of octant projection

Lecture 19 - Stereoelectronic effects on conformation and reactivity

Lecture 20 - Examples of anomeric effect and Stereoelectronic effect

Lecture 21 - Baldwin rules

Lecture 22 - Cyclization in enolic systems

Lecture 23 - Problem solving on Baldwin rules

Lecture 24 - Reactive Functionalities: Chemistry of Alkynes

Lecture 25 - Reactive Functionalities: Chemistry of Alkynes (Continued...), arynes and enediynes

Lecture 26 - Reactive Functionalities: Enediynes (Continued...), allenes and Ketenes

Lecture 27 - Beta - Lactam Synthesis

Lecture 28 - Chemistry of radicals

Lecture 29 - Reactivity of radicals: Frontier orbital approach.

Lecture 30 - Radical mediated C-C bond formation

Lecture 31 - Radical mediated C-C bond formation (Continued...).

Lecture 32 - Radical mediated decarboxylation and deoxygenation

Lecture 33 - Dynamic Stereochemistry: Conformationally rigid and mobile systems

Lecture 34 - Dynamic Stereochemistry: Conformational analysis of elimination and addition

Lecture 35 - Dynamic Stereochemistry: Stereoselectivity in carbonyl reduction

Lecture 36 - Dynamic Stereochemistry: Reactivity of unsaturated carbonyl and enolate systems

Lecture 37 - Dynamic Stereochemistry: Enolate as nucleophile

Lecture 38 - Dynamic Stereochemistry: stereochemical issues in cyclohexenone reduction and alpha-electrophilic substitution in carbonyls

Lecture 39 - Dynamic Stereochemistry: Asymmetric aldol reactions

Lecture 40 - Dynamic Stereochemistry: Asymmetric aldol reaction (Continued...)