Thesis-2004-Leach.pdf (3.69 MB)

Studies towards the synthesis of lactacystin

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thesis
posted on 12.07.2018, 10:10 by David C. Leach
This 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. Leach

Publisher 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

2004

Notes

A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.

Language

en

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