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https://knowledgecommons.lakeheadu.ca/handle/2453/2203
Title: | Synthetic studies on chaksine |
Authors: | Evans, John Bruce |
Keywords: | Alkaloids Synthesis;Chaksine |
Issue Date: | 1970 |
Abstract: | This thesis is concerned with the preliminary studies in the synthesis of a monoterpenoid alkaloid, chaksine. Diethyl methylmalonate was alkylated with 1,3-dibromo propane to give 2-(3-bromopropyl)-2-methylmalonate. Hydrolysis and decarboxylation of this product gave the mono acid which was then converted to the corresponding ethyl ester. Reduction with lithium borohydride yielded the primary alcohol to which a tetrahydropyran protective group was added. Alkylation with diethyl malonate followed by acylation with the mixed anhydride of isovaleric acid and carbobenzyloxyglycine gave diethyl (see document for formula). |
URI: | http://knowledgecommons.lakeheadu.ca/handle/2453/2203 |
metadata.etd.degree.discipline: | Chemistry |
metadata.etd.degree.name: | Master of Science |
metadata.etd.degree.level: | Master |
metadata.dc.contributor.advisor: | Orr, D. |
Appears in Collections: | Retrospective theses |
Files in This Item:
File | Description | Size | Format | |
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EvansJ1970m-1b.pdf | 25.78 MB | Adobe PDF | ![]() View/Open |
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