The scope of the palladium catalysed allylic substitution reaction is reviewed with
particular reference to stereocontrol. The use of enantiopure oxazolines and
acetals in asymmetric synthesis is briefly outlined.
The work presented is concerned with the design and construction of enantiopure
ligands which are able to impart very high levels of enantioselectivity in the
aforementioned palladium-catalysed allylic substitution reaction. The ligands
exploit the stereochemistry-controlling properties of the oxazoline moiety, whilst
incorporating a secondary donor atom. The ligands rely upon an electronic
disparity between these two atoms to direct nucleophilic addition. [Continues.]
A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.