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Title: | Partial synthesis of chaksine |
Authors: | Saeedi Ghomi, M. H. |
Keywords: | Chaksine |
Issue Date: | 1976 |
Abstract: | This thesis is concerned with the preliminary studies in the synthesis of a monoterpenoid alkaloid, chaksine, Ethyl 2-methylcyclohexanone-6-carboxylate (XI) was hydroxymethylated with formaldehyde to give Ethyl 2-methyl~6-hydroxymethylcyclohexanone--6-Carboxylate (XII). Tosylation and cleavage of this product gave 2-methyl-6- carbethoxy-B-heptenoic (XIV) acid along with the diethyl ester (XIVa)» Ozonolysis of the diethyl ester yielded diethyl 2-keto-6-methyl pimelate (XV). A Wittig reaction v/ith diethyl cyanomethyl phosphonate (XVI) gave l-cyano-6~methyll- cyano-2, 6-dicarbethoxy-l-heptene (XVII). Other related studies involved: 1) Preparation of ethyl 2-methyl-6-vinylcyclohexanone-6-carboxylate (XXII), 2) A new method for preparation of 2-imidazolidones (XXIV). 3) Preparation of l-phenyl~2-aldehydo-6-methyl~l, 6-heptadiene (XXXIII) and l-n-butylthio-2-aldehydo-6-methyl-l, 6-heptadiene (XXXIX). |
URI: | http://knowledgecommons.lakeheadu.ca/handle/2453/2298 |
metadata.etd.degree.discipline: | Chemistry |
metadata.etd.degree.name: | Master of Science |
metadata.etd.degree.level: | Master |
Appears in Collections: | Retrospective theses |
Files in This Item:
File | Description | Size | Format | |
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GhomiM1976m-1b.pdf | 11.44 MB | Adobe PDF | View/Open |
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