Aims & Learning Objectives:
This unit covers the concepts and ideas needed to understand modern stereoselective organic synthesis.
After studying this unit students should be able to:
* Analyse the stereochemical course of a variety of reactions.
* Describe reagent systems to effect a wide range of simple transformations.
* Apply the information learned to solve new problems.
Content:
The unit begins with a section concerned with simple diastereoselection, focusing on the reactions of carbonyl and alkene systems. The concepts of allylic strain and directed reactions are introduced. The use of chiral auxiliaries to control the stereochemistry of organic reactions forms the second section. Particular systems studied include the use of SAMP and RAMP hydrazones and Evans' auxiliaries to control a range of chiral-enolate based bond constructions. The final selection of the unit focuses on the development and application of practical enantioselective catalysts of particular relevance to the fine chemical industry. Examples of transformations to be studied will include hydrogenation of double bonds, oxidations and carbon-carbon bond forming reactions.
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