Thesis-2004-Leach.pdf (3.69 MB)
Studies towards the synthesis of lactacystin
thesis
posted on 2018-07-12, 10:10 authored by David C. LeachThis thesis contains three main chapters. The first chapter is a review of lactacystin and
its derivatives including syntheses by other groups, biosynthesis and biological activity
Chapter two contains work performed in our group and the final chapter reports the
experimental details of the synthetic work.
Our synthetic approach towards the synthesis of lactacystin includes a Dieckmann
cyclisation of a suitable diester compound. This provides us the lactam core of the
natural product. The diester compound can be formed by the condensation of N-protected
glycine ethyl ester with a malonyl chloride. The C-3 methyl moiety was
introduced by quenching the salt formed from the Dieckmann cyclisation. [Continues.]
Funding
EPSRC. Charnwood Molecular Ltd.
History
School
- Science
Department
- Chemistry
Publisher
© David C. LeachPublisher statement
This 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/Publication date
2004Notes
A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.Language
- en