dc.contributor.advisor |
Cambie, Con |
en |
dc.contributor.author |
Mitchell, Lorna Helen |
en |
dc.date.accessioned |
2007-07-11T03:45:03Z |
en |
dc.date.available |
2007-07-11T03:45:03Z |
en |
dc.date.issued |
1998 |
en |
dc.identifier |
THESIS 98-090 |
en |
dc.identifier.citation |
Thesis (PhD--Chemistry)--University of Auckland, 1998 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/880 |
en |
dc.description |
Full text is available to authenticated members of The University of Auckland only. |
en |
dc.description.abstract |
The natural product triptoquinone F (27) was synthesised from podocarpic acid (1) through an acid-promoted Fries rearrangement of a benzannulated lactone (99); this method was introduced as a direct and high yielding route for C 11 functionalisation.
The structure of the Fries rearranged product 117 was confirmed through synthesis by a known stepwise route from lactone 99.
The scope of acid-promoted Fries rearrangement of benzannulated diterpenoid B ring lactones and some smaller bicyclic lactones was then examined. This reaction was found to be applicable to e-aryl lactones possessing a sufficiently activated aromatic ring, but was unsuccesslul for 6-aryl lactones. A methano-bridged benzoxocin compound 169 and two acylated derivatives of this were unexpectedly isolated from attempted Fries
reanangement of 12,19-dimethoxy lactone 158. |
en |
dc.language.iso |
en |
en |
dc.publisher |
ResearchSpace@Auckland |
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dc.relation.ispartof |
PhD Thesis - University of Auckland |
en |
dc.relation.isreferencedby |
UoA9969923914002091 |
en |
dc.rights |
Restricted Item. Available to authenticated members of The University of Auckland. |
en |
dc.rights |
Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. |
en |
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
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dc.title |
Utilisation of Diterpenoids for Synthesis |
en |
dc.type |
Thesis |
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thesis.degree.discipline |
Chemistry |
en |
thesis.degree.grantor |
The University of Auckland |
en |
thesis.degree.level |
Doctoral |
en |
thesis.degree.name |
PhD |
en |
dc.rights.holder |
Copyright: The author |
en |
dc.identifier.wikidata |
Q112853136 |
|