dc.contributor.advisor |
Davis, B.R. |
en |
dc.contributor.author |
Burkinshaw, Gerald Frank |
en |
dc.date.accessioned |
2007-07-10T22:57:31Z |
en |
dc.date.available |
2007-07-10T22:57:31Z |
en |
dc.date.issued |
1968 |
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dc.identifier |
THESIS 547.139 B95 |
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dc.identifier.citation |
Thesis (PhD--Chemistry)--University of Auckland, 1968 |
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dc.identifier.uri |
http://hdl.handle.net/2292/845 |
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dc.description |
Full text is available to authenticated members of The University of Auckland only. |
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dc.description.abstract |
The photochemical and acid-catalysed behaviour of a number of 4-hydroxy-4-alkylcyclohexa-2,5-dienones (para-quinols) has been investigated.
Peroxyacetic acid oxidation of some diterpenoid and steroid phenols and their methyl ethers gave para-quinols, in yields of up to 60%. On photolysis with a medium pressure mercury lamp, the dienones gave spirans (e.g. 133), presumably formed by 3-5 bond formation and collapse of the resulting cyclopruopanol. The spirans underwent further rearrangement to give butenolides (e.g. 135). In one steroidal dienone (159) a butenolide (164) was the only product isolated. Rational mechanisms for these transformations are advanced. |
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dc.language.iso |
en |
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dc.publisher |
ResearchSpace@Auckland |
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dc.relation.ispartof |
PhD Thesis - University of Auckland |
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dc.relation.isreferencedby |
UoA9921594514002091 |
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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. |
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dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
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dc.title |
A study of some chemical and photolytic rearrangements |
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dc.type |
Thesis |
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thesis.degree.discipline |
Chemistry |
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thesis.degree.grantor |
The University of Auckland |
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thesis.degree.level |
Doctoral |
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thesis.degree.name |
PhD |
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dc.rights.holder |
Copyright: The author |
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dc.identifier.wikidata |
Q112835731 |
|