A study of some chemical and photolytic rearrangements

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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 en
dc.identifier THESIS 547.139 B95 en
dc.identifier.citation Thesis (PhD--Chemistry)--University of Auckland, 1968 en
dc.identifier.uri http://hdl.handle.net/2292/845 en
dc.description Full text is available to authenticated members of The University of Auckland only. en
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. en
dc.language.iso en en
dc.publisher ResearchSpace@Auckland en
dc.relation.ispartof PhD Thesis - University of Auckland en
dc.relation.isreferencedby UoA9921594514002091 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 en
dc.title A study of some chemical and photolytic rearrangements en
dc.type Thesis en
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 Q112835731


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