DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | Kim, Yong-Hae | - |
dc.contributor.advisor | 김용해 | - |
dc.contributor.author | Park, Doo-Han | - |
dc.contributor.author | 박두환 | - |
dc.date.accessioned | 2011-12-13T04:23:22Z | - |
dc.date.available | 2011-12-13T04:23:22Z | - |
dc.date.issued | 1992 | - |
dc.identifier.uri | http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=59735&flag=dissertation | - |
dc.identifier.uri | http://hdl.handle.net/10203/31190 | - |
dc.description | 학위논문(박사) - 한국과학기술원 : 화학과, 1992.2, [ ix, 121 p. ] | - |
dc.description.abstract | In order to control stereoselectivity in the asymmetric reduction of ketones, a series of new chiral aminoalcohols have been synthesized from (S)-indoline-2-carboxylic acid. It was possible to do stereocontrolled enantioselective reduction of ketones to (R)-form and (S)-form of secondary alcohols, respectively, using new chiral aminoalcohols with borane (up to 96\% ee). Diastereoslective reduction of chiral $\alpha$-ketoamides to the $\alpha$-hydroxy acids has been carried out by the reaction of chiral $\alpha$-ketoamides with borohydrides in the presence of lithium bromide(95:5). Sterocontrolled addition of diethylzinc to aldehydes provided chiral ethylated alcohols(up to 97\%ee). The opposite optically active secondary alcohols were successfully obtained in high optical yields from the enantioselective addition of diethyzinc to aldehydes catalyzed by aminoalcohols, respectively. The asymmetric Diels-Aler reaction between chiral acrylates and diens gave cycloaddition products with high diastereoface selectivity($>98\%$ee). The diastereoselectivities were affected by the various conditions such as Lewis acids, solvents and reaction temperatures. The asymmetric 1,3-dipolar cycloaddition of nitrile oxides to chiral $\alpha,\,\beta$-unsaturated amides gave the two isoxazolines with the high diast-ereoselectivity(96:4). The degrees of selectivity were studied under various conditions. | eng |
dc.language | eng | - |
dc.publisher | 한국과학기술원 | - |
dc.title | Asymmetric reactions using new chiral auxiliaries derived from (S)-indoline-2-carboxylic acid | - |
dc.title.alternative | (S)-인돌린-2-카르복실산에서 유도되는 새로운 키랄옥시리어리들을 이용한 비대칭 유기반응 | - |
dc.type | Thesis(Ph.D) | - |
dc.identifier.CNRN | 59735/325007 | - |
dc.description.department | 한국과학기술원 : 화학과, | - |
dc.identifier.uid | 000835543 | - |
dc.contributor.localauthor | Kim, Yong-Hae | - |
dc.contributor.localauthor | 김용해 | - |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.