DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | Kim, Sung-Gak | - |
dc.contributor.advisor | 김성각 | - |
dc.contributor.author | Ahn, Kyo-Han | - |
dc.contributor.author | 안교한 | - |
dc.date.accessioned | 2011-12-13T04:54:50Z | - |
dc.date.available | 2011-12-13T04:54:50Z | - |
dc.date.issued | 1982 | - |
dc.identifier.uri | http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=63274&flag=dissertation | - |
dc.identifier.uri | http://hdl.handle.net/10203/32324 | - |
dc.description | 학위논문(석사) - 한국과학기술원 : 화학과, 1982.2, [ [iii], 43 p. ] | - |
dc.description.abstract | Macrolactonizations were carried out using 1-fluoro-2,4,6-trinitrobenzene and 4-dimethylaminopyridine as condensing agents for 12-hydroxydodecanoic acid and 6-hydroxyhexanoic acid. The isolated yields were rather low in contrast with high yields in the esterification. Several 2,4,6-trinitrophenyl esters were prepared by the reaction of equimolar amounts of carboxylic acid and 1-fluoro-2,4,6-trinitrobenzene in the presence of 0.5 equiv. of triethylamine. From the reaction of 2,4,6-trinitrobenzoate with several nucleophiles, acyl-oxygen and/or aryl-oxygen fission was observed. A possible mechanism of the esterification is suggested. The stereoselective reductions of a series of cyclohexanone derivatives with lithium diisobutyl-n-butylaluminium hydride, prepared from the reaction of diisobutylaluminium hydride and n-butyllithium, were performed in both toluene-n-hexane and tetrahydrofuran-n-hexane at $-78^\circ C$. Also, a comparison study of lithium trisec-butylboro-hydride and diisobutylaluminium hydride was carried out. For 3-methyl-, 4-methyl-, and 4-tert-butyl-cyclohexanones with little steric hindrance, no remarkable stereoselectivity was obtained. However, for sterically hindered compounds such as 2-methyl-, 2-tertbutyl-, and 3,3,5-trimethyl-cyclohexanone, lithium diisobutyl-n-butylaluminium hydride showed much higher stereoselectivity than that of diisobutylaluminium hydride. Furthermore, for highly sterically hindered 3,3,5-trimethylcyclohexanone and bicyclic ketones such as norcamphor and camphor, the stereoselectivity obtained with this reagent is comparable to that reported with L-selectride. | eng |
dc.language | eng | - |
dc.publisher | 한국과학기술원 | - |
dc.title | (The) synthetic utility of 1-fluoro-2,4,6-trinitrobenzene and the reduction of cyclic ketones with lithium-di-isobuthl-n-butylaluminium hydride | - |
dc.title.alternative | 1-플루오르-2,4.6-트리니트로 벤젠의 합성에서의 응용 및 리튬-디-이소브틸-노르말부틸알루미늄 히드리드를 사용한 시클로케톤의 환원 반응 | - |
dc.type | Thesis(Master) | - |
dc.identifier.CNRN | 63274/325007 | - |
dc.description.department | 한국과학기술원 : 화학과, | - |
dc.identifier.uid | 000801147 | - |
dc.contributor.localauthor | Kim, Sung-Gak | - |
dc.contributor.localauthor | 김성각 | - |
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