dc.contributor.advisor |
Davis, B.R. |
en |
dc.contributor.author |
Buchanan, John Gordon St. Clair |
en |
dc.date.accessioned |
2007-07-09T22:35:21Z |
en |
dc.date.available |
2007-07-09T22:35:21Z |
en |
dc.date.issued |
1967 |
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dc.identifier |
THESIS 547.23 B91c |
en |
dc.identifier.citation |
Thesis (PhD--Chemistry)--University of Auckland, 1967 |
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dc.identifier.uri |
http://hdl.handle.net/2292/755 |
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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 Clemmensen reduction of 1,4-diketones can lead to normal saturation, carbon-carbon cleavage, and alcohol formation, the nature of the products depending on the structure of the substrate.
Compounds in which the ketone groups have an anti-periplanar conformation readily undergo carbon-carbon cleavage to give both diketones and unsaturated ketones. Acetone, hexane-2, 5-dions (53) and hex-5-en-2-one (129) were found amongst the products from cyclohexane-1,4-dione (49) whilst the products from 6 ,7-dimethyloctalin-1, 4-dione (169) included 1,2-diacetyl-4, 5-dimethylcyclohex-4-ene (175), 5,6-dimethyldecacis5, 9-dien-2-one (174) , 4,5-dimethylcyclodec-cis4-en-1-one (181) and 6, 7-dimethyl-4, 5, 8-tetrahydro-1-(2H)-azulenone (182), the latter three presumably arising from the initial formation of 7, 8-dimethylcyclodec-7-ene-1, 4-dione (176). |
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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 |
UoA9921597114002091 |
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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 |
The Clemmensen reduction of 1,4-diketones and diterpenoid transformations |
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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 |
Q111963705 |
|