Please use this identifier to cite or link to this item: 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

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