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

Includes bibliographical references.

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Bibliographic Details
Main Author: Lupuwana, Lincoln L
Other Authors: Elsworth, J F
Format: Thesis
Language:English
Published: Department of Chemistry 2016
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access_status_str Open Access
author Lupuwana, Lincoln L
author2 Elsworth, J F
author_browse Elsworth, J F
Lupuwana, Lincoln L
author_facet Elsworth, J F
Lupuwana, Lincoln L
author_sort Lupuwana, Lincoln L
collection Thesis
description Includes bibliographical references.
format Thesis
id oai:open.uct.ac.za:11427/16406
institution University of Cape Town (South Africa)
language eng
last_indexed 2026-06-10T12:33:12.104Z
license_str Not specified — see source repository
provenance_str_mv Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository
publishDate 2016
publishDateRange 2016
publishDateSort 2016
publisher Department of Chemistry
publisherStr Department of Chemistry
record_format dspace
source_str UCTD — University of Cape Town Open Access Repository
spelling oai:open.uct.ac.za:11427/16406 Synthesis of delta-1(9)-octalinols and their analogues Lupuwana, Lincoln L Elsworth, J F Organic Chemistry Includes bibliographical references. 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. 2016-01-15T14:18:48Z 2016-01-15T14:18:48Z 1986 Master Thesis Masters MSc http://hdl.handle.net/11427/16406 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town
spellingShingle Organic Chemistry
Lupuwana, Lincoln L
Synthesis of delta-1(9)-octalinols and their analogues
thesis_degree_str Master's
title Synthesis of delta-1(9)-octalinols and their analogues
title_full Synthesis of delta-1(9)-octalinols and their analogues
title_fullStr Synthesis of delta-1(9)-octalinols and their analogues
title_full_unstemmed Synthesis of delta-1(9)-octalinols and their analogues
title_short Synthesis of delta-1(9)-octalinols and their analogues
title_sort synthesis of delta 1 9 octalinols and their analogues
topic Organic Chemistry
url http://hdl.handle.net/11427/16406
work_keys_str_mv AT lupuwanalincolnl synthesisofdelta19octalinolsandtheiranalogues