The module examines the stereochemistry of organic compounds and core carbonyl chemistry. The aim of this module is to further develop the study of stereochemistry and core carbonyl chemistry from Stage 2. The practical element of this module will support and reinforce the concepts discussed and studied in the lectures and will build upon the practical knowledge gained by the student in the second year programme.
Revision of relevant Stage Two material. Stereochemistry of compounds with more than one chiral centre. Chirality in compounds caused by restricted rotation; allenes and biphenyls. Compounds with stereogenic N, P or Si centres, absolute and relative configuration, methods for determining configuration, L and D conventions, enzymatic resolution of enantiomers, asymmetric synthesis, enantiotopic hydrogens, prochiral carbons, the chiral pool, calculation of enantiomeric excess. Dynamic stereochemistry.
Core carbonyl chemistry:
reactions of carbonyl compounds with carbon, hydrogen, oxygen and nitrogen nucleophiles. Addition to the Re or Si face of a prochiral carbonyl carbon. Acidity of aldehydes and ketones, Reactions at the α-carbon, keto-enol interconversion, α-alkylation and Aldol-type reactions, Claisen condensation, Michael condensation.
Five practical classes which complement the lecture material.
This module is delivered through a series of lectures, laboratory practical classes and online learning resources.
|Module Content & Assessment