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Rhizophoraceae alkaloids : studies in the synthesis of Gerrardine

Gerrardine, an alkaloid isolated from Cassipourea gerrardii was previously established as 1-methyl-2,5-bis( 4'-hydroxy-1',2'-dithiolan-3'-yl)-pyrrolidine. The aim of the present research was to study the ways in which 1-methyl-2-(4'-hydroxy-1', 2'-dithiolan-3'-yl)-pyrrolidine, as a model compoun...

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Main Author: Kleynhans, Carl Rudolf
Other Authors: Warren, F L
Format: Thesis
Language:English
Published: Department of Chemistry 2016
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access_status_str Open Access
author Kleynhans, Carl Rudolf
author2 Warren, F L
author_browse Kleynhans, Carl Rudolf
Warren, F L
author_facet Warren, F L
Kleynhans, Carl Rudolf
author_sort Kleynhans, Carl Rudolf
collection Thesis
description Gerrardine, an alkaloid isolated from Cassipourea gerrardii was previously established as 1-methyl-2,5-bis( 4'-hydroxy-1',2'-dithiolan-3'-yl)-pyrrolidine. The aim of the present research was to study the ways in which 1-methyl-2-(4'-hydroxy-1', 2'-dithiolan-3'-yl)-pyrrolidine, as a model compound could be synthesised since it contained asymmetric centres corresponding to those of gerrardine. The work resolved itself into attempts at the synthesis of 3-(1'-methylpyrrolidin-2'-yl)-1,3-dithiolpropan-2-ol since this would be converted into the required dithiolane by mild oxidation.
format Thesis
id oai:open.uct.ac.za:11427/18379
institution University of Cape Town (South Africa)
language eng
last_indexed 2026-06-10T12:32:44.899Z
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:11427/18379 Rhizophoraceae alkaloids : studies in the synthesis of Gerrardine Kleynhans, Carl Rudolf Warren, F L Chemistry Gerrardine, an alkaloid isolated from Cassipourea gerrardii was previously established as 1-methyl-2,5-bis( 4'-hydroxy-1',2'-dithiolan-3'-yl)-pyrrolidine. The aim of the present research was to study the ways in which 1-methyl-2-(4'-hydroxy-1', 2'-dithiolan-3'-yl)-pyrrolidine, as a model compound could be synthesised since it contained asymmetric centres corresponding to those of gerrardine. The work resolved itself into attempts at the synthesis of 3-(1'-methylpyrrolidin-2'-yl)-1,3-dithiolpropan-2-ol since this would be converted into the required dithiolane by mild oxidation. 2016-03-30T07:11:37Z 2016-03-30T07:11:37Z 1972 Doctoral Thesis Doctoral PhD http://hdl.handle.net/11427/18379 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town
spellingShingle Chemistry
Kleynhans, Carl Rudolf
Rhizophoraceae alkaloids : studies in the synthesis of Gerrardine
thesis_degree_str Doctoral
title Rhizophoraceae alkaloids : studies in the synthesis of Gerrardine
title_full Rhizophoraceae alkaloids : studies in the synthesis of Gerrardine
title_fullStr Rhizophoraceae alkaloids : studies in the synthesis of Gerrardine
title_full_unstemmed Rhizophoraceae alkaloids : studies in the synthesis of Gerrardine
title_short Rhizophoraceae alkaloids : studies in the synthesis of Gerrardine
title_sort rhizophoraceae alkaloids studies in the synthesis of gerrardine
topic Chemistry
url http://hdl.handle.net/11427/18379
work_keys_str_mv AT kleynhanscarlrudolf rhizophoraceaealkaloidsstudiesinthesynthesisofgerrardine