Use this URL to cite or link to this record in EThOS: | https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.542741 |
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Title: | Dearomatising addition of tethered organolithiums to activated benzene derivatives | ||||||
Author: | Harvey, Rebecca |
ISNI:
0000 0004 2708 2261
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Awarding Body: | University of Manchester | ||||||
Current Institution: | University of Manchester | ||||||
Date of Award: | 2011 | ||||||
Availability of Full Text: |
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Abstract: | |||||||
This thesis describes research carried out on the synthesis of lithiation precursors used to investigate the ability of oxazoline activated benzene derivatives to undergo dearomatising cyclisations. Chapter 1 illustrates previous work in the area of dearomatising additions, including intra- and inter-molecular dearomatisations. An overview of relevant work conducted within the Clayden group is also described. Chapter 2 narrates the synthesis of lithiation precursors that contain a (4R,5R)-4,5-diphenyloxazoline activating group on the aromatic ring. The attempts to lithiate and dearomatise these compounds are shown. Chapter 3 describes the synthesis of achiral oxazoline activated O-allylic pre-lithiation substrates, and their ability to undergo dearomatising cyclisations. Also described is the attempts to find a suitable protecting group for N-allylic dearomatising cyclisations. Chapter 4 outlines the investigations carried out for the stereoselective synthesis of (4R,5R)-4,5-diphenyloxazolines, which have been used for the activation towards dearomatising cyclisation. Chapter 5 is an overview of the thesis and outlines possible future work.Chapter 6 contains the experimental methods and data pertaining to Chapters 2 to 5.
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Supervisor: | Clayden, Jonathan | Sponsor: | Not available | ||||
Qualification Name: | Thesis (Ph.D.) | Qualification Level: | Doctoral | ||||
EThOS ID: | uk.bl.ethos.542741 | DOI: | Not available | ||||
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