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Towards the total synthesis of novenamine and its analogues with modifications at C-4 and C-5

Includes bibliographical references.

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Bibliographic Details
Main Author: Wilson, Seanette Ann
Other Authors: Hunter, Roger
Format: Thesis
Language:English
Published: Department of Chemistry 2014
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access_status_str Open Access
author Wilson, Seanette Ann
author2 Hunter, Roger
author_browse Hunter, Roger
Wilson, Seanette Ann
author_facet Hunter, Roger
Wilson, Seanette Ann
author_sort Wilson, Seanette Ann
collection Thesis
description Includes bibliographical references.
format Thesis
id oai:open.uct.ac.za:11427/6282
institution University of Cape Town (South Africa)
language eng
last_indexed 2026-06-10T12:33:49.949Z
license_str Not specified — see source repository
provenance_str_mv Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository
publishDate 2014
publishDateRange 2014
publishDateSort 2014
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:11427/6282 Towards the total synthesis of novenamine and its analogues with modifications at C-4 and C-5 Wilson, Seanette Ann Hunter, Roger Gammon, David W Chemistry Includes bibliographical references. Novenamine, a known antibacterial agent, is composed of 3-0-carbamoyl noviose (novobiose) glycosidically linked to a 4-hydroxy-3-amino-coumarin unit. Its activity as a DNA-gyrase inhibitor and the absence of analogues containing 4-epi-noviose provided the rationale for developing new synthetic routes to these analogues. This thesis describes the total synthesis of the methyl glycosides of noviose and C-4-epi-noviose, methodology for the introduction of the C-3 carbamoyl group to both isomers, an alternative synthesis of the coumarin component, progress towards a C-5 analogue of 4-epi-noviose and a model study of methodology for the glycosidic coupling of the coumarin unit to suitably activated sugars. 2014-08-13T14:25:29Z 2014-08-13T14:25:29Z 2004 Doctoral Thesis Doctoral PhD http://hdl.handle.net/11427/6282 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town
spellingShingle Chemistry
Wilson, Seanette Ann
Towards the total synthesis of novenamine and its analogues with modifications at C-4 and C-5
thesis_degree_str Doctoral
title Towards the total synthesis of novenamine and its analogues with modifications at C-4 and C-5
title_full Towards the total synthesis of novenamine and its analogues with modifications at C-4 and C-5
title_fullStr Towards the total synthesis of novenamine and its analogues with modifications at C-4 and C-5
title_full_unstemmed Towards the total synthesis of novenamine and its analogues with modifications at C-4 and C-5
title_short Towards the total synthesis of novenamine and its analogues with modifications at C-4 and C-5
title_sort towards the total synthesis of novenamine and its analogues with modifications at c 4 and c 5
topic Chemistry
url http://hdl.handle.net/11427/6282
work_keys_str_mv AT wilsonseanetteann towardsthetotalsynthesisofnovenamineanditsanalogueswithmodificationsatc4andc5