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Thesis

P450–Mediated azepane natural product synthesis

Abstract:

Chapter 1 introduces methods and applications for C–H activation, cytochrome P450 enzymes and their uses in synthesis, and the relevant families of compounds in which the present work takes place.

Chapter 2 describes the strategy and the attempts of building the natural product balanol and analogues via C–H amination from enzymatically made substrate, along with new bicyclic lactones synthesised via C–H activation.

Chapter 3 presents progress in the synthesis of the carbon skeleton of the natural product cephalotaxine via an intramolecular Schmidt reaction, along with a significantly improved literature method for assembling the cephalotaxine core.

Chapter 4 explores the P450-catalysed oxidations of the previously made cephalotaxine core structure, to access new analogues of this natural product and to draw a P450-reactivity profile of this molecule.

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Research group:
Robertson group
Oxford college:
Lincoln College
Role:
Author
ORCID:
0000-0002-4414-8088

Contributors

Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Research group:
Robertson group
Oxford college:
Brasenose College
Role:
Supervisor
ORCID:
0000-0002-6809-8265


DOI:
Type of award:
MSc by Research
Level of award:
Masters
Awarding institution:
University of Oxford

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