Use this URL to cite or link to this record in EThOS:
Title: Development of a butanedione derived chiral glycine equivalent for the synthesis of α-amino acids
Author: Harding, Christopher Iain
Awarding Body: University of Cambridge
Current Institution: University of Cambridge
Date of Award: 2004
Availability of Full Text:
Full text unavailable from EThOS.
Please contact the current institution’s library for further details.
Chapter one introduces non-proteinogenic α-amino acids and outlines strategies for their synthesis. It focuses in depth on anionic chiral glycine equivalents and examines their advantages and disadvantages. It also introduces the recent developments of a new chiral glycolic acid equivalent with the Ley group. Chapter two details the development of a new chiral glycine equivalent and the subsequent improvements to the synthetic route. Chapter three describes the use of the equivalent in metal enolate mono and dialylation reactions, and the deprotection of these products to form α-amino acids and α,α-amino acids. Chapter four describes the application of the equivalent in studies towards the synthesis of three biologically interesting amino acids: the anti-hypertensive (S)-methyl-DOPA; chiral analogues of immunosuppressant amino alcohol FTY-720 and the cyclic amino acid ACPD via a ring closing metathesis.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available