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DC Field | Value | Language |
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dc.contributor.advisor | Orr, D. E. | |
dc.contributor.author | Rahman, M. A. | |
dc.date.accessioned | 2017-06-06T13:40:40Z | |
dc.date.available | 2017-06-06T13:40:40Z | |
dc.date.created | 1980 | |
dc.date.issued | 1980 | |
dc.identifier.uri | http://knowledgecommons.lakeheadu.ca/handle/2453/2405 | |
dc.description.abstract | Thjs thesis is concerned with the prelIminary studies in the synthesis of an indolizine alkaloid, slaframine. A Wittig reaction of 3-carbethoxypropyltriphenylphosophonium iodide (43) with 4-pentenal (44) gave ethyl-(Z)-4,8-nonadienoate (45). Hydrolysis of this product gave the unsaturated acid (46) which was then converted into acid chloride (47), acylazide (48), isocyanate (49) and finally l-amino-3,7-octadiene (50) . The primary amino group of (50) was protected by forming trifluoroacetate derivative (51). 1- Amino-3,7-octadiene was converted in N-(Benzyloxycarbonyl)-3,7-octadiene (52) which was finally converted into epoxide (53). Other related studies involved: (1) preparation of 1,2-oxidocyclohex-4-ene (54) which was converted into trans-2-azidocyclohex-4-enol (55). The secondary alcohol group was protected by forming acetate derivative (56). A tetrahydropyranyl derivative (57) was also prepared. | |
dc.language.iso | en_US | |
dc.subject | Slaframine | |
dc.title | Synthetic studies on slaframine | |
dc.type | Thesis | |
etd.degree.name | Master of Science | |
etd.degree.level | Master | |
etd.degree.discipline | Chemistry | |
etd.degree.grantor | Lakehead University | |
Appears in Collections: | Retrospective theses |
Files in This Item:
File | Description | Size | Format | |
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RahmanM1980m-1b.pdf | 18.12 MB | Adobe PDF | View/Open |
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