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Thesis

Synthesis of taurospongin A and other biologically active natural products

Abstract:

This thesis firstly describes a synthesis of the natural product taurospongin A, a potent DNA polymerase beta inhibitor. Sharpless asymmetric dihydroxylation on olefin E-1.60 followed by selective deoxygenation at C(2) via Barton‒McCombie reaction delivers the desired C(1)–C(10) carboxylic acid core. Subsequent esterification of the C(1)–C(10) fragment with C(1′)–C(25′) fatty acid furnishes the natural product in 13.5% yield.

The structure of an unnamed natural produ...

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Research group:
Robertson Group
Oxford college:
Jesus College
Role:
Author

Contributors

Role:
Supervisor
Publication date:
2017
Type of award:
DPhil
Level of award:
Doctoral
Awarding institution:
University of Oxford
Language:
English
Keywords:
Subjects:
UUID:
uuid:37a34bc4-efb4-4a6b-9d44-a3ad1c8ae0be
Local pid:
ora:10849
Deposit date:
2015-04-09

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