Thesis-1994-Frost.pdf (2.32 MB)
Novel enantiopure ligands for asymmetric catalysis
thesisposted on 2018-06-01, 11:07 authored by Christopher G. Frost
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.]
Science and Engineering Research Council.
Publisher© Christopher Gregory Frost
Publisher statementThis work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/
NotesA Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.