Advanced Course in Organic Chemistry

1. Prerequisite: Basic concepts of stereochemistry, naming absolute configuration, prochirality,  enantiotopic and diastereotopic faces.

Introduction, stereospecific and regiospecific synthesis- Cram’s rule, chiral auxiliary, asymmetric induction, principles & examples of asymmetric synthesis (Michael addition, Diels-Alder reaction, epoxidation, reductions and hydroboration)

Concept of dynamic enantiomerism. Role of enzymes in chiral synthesis.

An introduction to synthons and synthetic equivalents, disconnection approach, functional group inter-conversions, the importance of the order of events in organic synthesis, chemoselectivity, reversal of polarity, one group C-X and two group C-X and C-C disconnections, Diels- Alder reaction, 1, 3 and 1, 5difunctionalised compounds, a,ß-unsaturated carbony1 compounds, cyclisation reactions, amine synthesis; Principle of protection of alcohol, amine, carbony1 and carboxy1 groups. 

Application of the following reagents with specific examples.

Organoboron  reagents (IBBN, CATB, IpC2BH, PINB). Organosilicon compounds, Triflates. Trimethylsilyl iodide, Baker’s yeast. Hypervalent iodine, Phase transfer catalysts, Lithium dimethycuprate, Lithium disopropylamide (LDA), dicyclohexy1 carbodiimide (DCC) 1,3-dithiane, DDQ, Heck, Vilsmayer, Mukaiyama and McMurray reaction and Suzuki and Sonogashira coupling.

Basic principles of green chemistry, applications of non-conventional techniques in organic synthesis and natural products (ultrasonic, microwave and electro synthesis). Solid state synthesis and synthesis under solvent free conditions. Use of ionic solvents, biocatalysts, nanoparticles etc.

UV: Visible molecular absorption spectrometry (instrumentation and application).

NMR Spectroscopy: Theory and applications of ¹H and ¹³C  NMR spectroscopy.

Mass & IR Spectroscopy: Theory and applications.

Structural elucidation by UV, IR, NMR & Mass Spectra.