Chapter one reviews routes to the generation of α-aminophosphonates and α-aminophosphonic
acids. These biologically important compounds are synthesised in both racemic and
enantiomerically enriched forms.
The second chapter describes the results of conjugate addition reactions of lower order
cuprates to diethylvinylphosphonate followed by an electrophilic quench to give a range of
The third and fourth chapters are concerned with the generation of enantiomencally enriched
α-aminophosphonates and α-aminoesters via palladium catalysed allylic substitution
reactions With allyl acetate the resulting products were isolated with an enantiomeric excess
of up to 19%. With 1,3-diphenyl-2-propenyl acetate products with both high diastereomeric
and enantiomeric excesses were isolated with the best being 75 % de and 97 % ee.
A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.