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LSCH 3102: Stereochemistry and Synthesis of Organic Compounds Notes

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Summary

Learning objectives
At the end of the course unit, students should be able to:
1. Describe what entails stereochemistry;
2. Explain the type of compounds that exhibit stereo isomerism;
3. State the applications of stereochemistry
4. Recognise a stereogenic (chiral) centre in a molecular structure.
5. Use the sequence rules for specification of configuration to
identify and name correctly stereoisomers and individual
stereogenic (chiral) centres having R or S absolute
configurations.
6. To be able to predict, identify and distinguish between
enantiomers and diastereomers.
7. To recognise a meso compound given its structure.
Course outline
1. Overview of chirality
2. Stereoisomers
3. Enantiomers
4. Diastereomers
5. Configurations.
6. Determinations of relative and absolute configurations;
7. Separation of Stereoisomers:
8. Separation of enantiomers by crystallization, and chemical
separation of enantiomers via diastereomers;
9. Heterotopic ligands and faces: Prostereoisomerism, prochirality
And Chirality in molecules devoid of chiral centres:
10. Atropisomerism of biphenyls.
11. Unsaturated carbonyl compounds (Michael addition reaction,
Robinson annulations).
12. Retrosynthetic approach to organic synthesis.
13. Highlights of linear versus convergence synthesis.
14. Reference to good leaving groups and protecting groups.
15. Asymmetric synthesis; use of enzymes.
16. Concepts of ‘Green chemistry’.
....................

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