Research objectives and content
The main aim of this project is the study of a-amino acid synthesis using new N-dialkylated diketopiperazine based auxiliaries. In order to investigate the regio- and diastereoselective properties of these auxiliaries we shall initiate a programme of research into six areas: 1) An investigation into the general applicability of a novel deprotonation/reprotonation strategy for the preparation of a wide range of a-amino acids.
2) Determination of what protecting groups can be employed for protection on the amidic nitrogens.
3) Development of a new methodology for the preparation of either enantiomer stereospecifically isotopically labelled a-amino acids. 4) Preparation of a wide range of homochiral a,a-bis-alkylated a-amino acids.
5) We wish to implement investigations into a duplication of chirality protocol in order to replicate a-amino acids.
6) Exploration of the possibility of asymmetric synthesis of A,B substituted amino acids by a novel Michael addition approach. Training conent (objective, benefit and expected impact)
I think that I shall be able to acquire new knowledges about other methods of asymmetric synthesis of a wide range of homochiral a-amino acids based on stoichometric chiral auxiliaries which are applicable to large scale synthesis.