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Thesis

Methodology for the synthesis of NP25302 and other bioactive natural products

Abstract:

Total synthesis of the pyrrolizidine alkaloid NP25302: (+)-NP25302 is an unusual vinylogous urea containing pyrrolizidine alkaloid shown to exhibit cell adhesion inhibition. It was envisaged that this natural product could be accessed by a novel 5-endo-dig cyclisation to construct the pyrrolizidine core, and a Curtius rearrangement to install the vinylogous urea motif. This methodology was first tested on a model system, furnishing nor-NP25302 from L-proline in 12 steps a...

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Institution:
University of Oxford
Research group:
Robertson
Oxford college:
Christ Church
Department:
Mathematical,Physical & Life Sciences Division - Chemistry - Organic Chemistry

Contributors

Role:
Supervisor
Publication date:
2011
Type of award:
DPhil
Level of award:
Doctoral
Awarding institution:
Oxford University, UK
URN:
uuid:ae18879e-d75e-4280-ba55-1ae08e64034f
Local pid:
ora:6173

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