Synthesis of delta-1(9)-octalinols and their analogues

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dc.contributor.advisorElsworth, J Fen_ZA
dc.contributor.authorLupuwana, Lincoln Len_ZA
dc.date.accessioned2016-01-15T14:18:48Z
dc.date.available2016-01-15T14:18:48Z
dc.date.issued1986en_ZA
dc.descriptionIncludes bibliographical references.en_ZA
dc.description.abstractThis project was initiated by the observation that a natural glyeoside of a triterpene, which incorporated the allylic alcoholic moiety 1 gave the novel ketone diene 2 when it was subjected to acetolysis. A number of octahydronaphthalinols (1, R=H) Δ 1 ( 9) octalinols), ' were prepared by reduction of the α, β unsaturated octalones obtained from cyclohexanones condensed with α, β -unsaturated ketones. These octalinols were characterised as their acetates (1, R=Ac). The attempts to convert these to the desired ketone dienes 2 by reaction with mixtures of acetic anhydride-acetic acid-boron trifluoride proved unsuccessful. Two model compounds derived from hecogenin and incorporating the octalinol residue 1 were also prepared in the hope that the analogous ketone 2 might be obtained. This reaction, too, was unsuccessful.en_ZA
dc.identifier.apacitationLupuwana, L. L. (1986). <i>Synthesis of delta-1(9)-octalinols and their analogues</i>. (Thesis). University of Cape Town ,Faculty of Science ,Department of Chemistry. Retrieved from http://hdl.handle.net/11427/16406en_ZA
dc.identifier.chicagocitationLupuwana, Lincoln L. <i>"Synthesis of delta-1(9)-octalinols and their analogues."</i> Thesis., University of Cape Town ,Faculty of Science ,Department of Chemistry, 1986. http://hdl.handle.net/11427/16406en_ZA
dc.identifier.citationLupuwana, L. 1986. Synthesis of delta-1(9)-octalinols and their analogues. University of Cape Town.en_ZA
dc.identifier.ris TY - Thesis / Dissertation AU - Lupuwana, Lincoln L AB - This project was initiated by the observation that a natural glyeoside of a triterpene, which incorporated the allylic alcoholic moiety 1 gave the novel ketone diene 2 when it was subjected to acetolysis. A number of octahydronaphthalinols (1, R=H) Δ 1 ( 9) octalinols), ' were prepared by reduction of the α, β unsaturated octalones obtained from cyclohexanones condensed with α, β -unsaturated ketones. These octalinols were characterised as their acetates (1, R=Ac). The attempts to convert these to the desired ketone dienes 2 by reaction with mixtures of acetic anhydride-acetic acid-boron trifluoride proved unsuccessful. Two model compounds derived from hecogenin and incorporating the octalinol residue 1 were also prepared in the hope that the analogous ketone 2 might be obtained. This reaction, too, was unsuccessful. DA - 1986 DB - OpenUCT DP - University of Cape Town LK - https://open.uct.ac.za PB - University of Cape Town PY - 1986 T1 - Synthesis of delta-1(9)-octalinols and their analogues TI - Synthesis of delta-1(9)-octalinols and their analogues UR - http://hdl.handle.net/11427/16406 ER - en_ZA
dc.identifier.urihttp://hdl.handle.net/11427/16406
dc.identifier.vancouvercitationLupuwana LL. Synthesis of delta-1(9)-octalinols and their analogues. [Thesis]. University of Cape Town ,Faculty of Science ,Department of Chemistry, 1986 [cited yyyy month dd]. Available from: http://hdl.handle.net/11427/16406en_ZA
dc.language.isoengen_ZA
dc.publisher.departmentDepartment of Chemistryen_ZA
dc.publisher.facultyFaculty of Scienceen_ZA
dc.publisher.institutionUniversity of Cape Town
dc.subject.otherOrganic Chemistryen_ZA
dc.titleSynthesis of delta-1(9)-octalinols and their analoguesen_ZA
dc.typeMaster Thesis
dc.type.qualificationlevelMasters
dc.type.qualificationnameMScen_ZA
uct.type.filetypeText
uct.type.filetypeImage
uct.type.publicationResearchen_ZA
uct.type.resourceThesisen_ZA
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