DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | Kang, Sung-Ho | - |
dc.contributor.advisor | 강성호 | - |
dc.contributor.author | Jun, Hyuk-Sang | - |
dc.contributor.author | 전혁상 | - |
dc.date.accessioned | 2011-12-13T04:28:46Z | - |
dc.date.available | 2011-12-13T04:28:46Z | - |
dc.date.issued | 2001 | - |
dc.identifier.uri | http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=165677&flag=dissertation | - |
dc.identifier.uri | http://hdl.handle.net/10203/31548 | - |
dc.description | 학위논문(박사) - 한국과학기술원 : 화학과, 2001.2, [ iv, 110 p. ] | - |
dc.description.abstract | Synthesis of (+)-lactacystin 1 was accomplished in two different pathways. In the first approach, an enantioselective synthetic route to (+)-lactacystin 1 has been developed via several crucial steps, including amino hydroxylation of olefinic double bond in 116, the hydrolytic cyclization of 123, and regio- and stereo-selective functionalization of one hydroxymethyl group in 47. In the second approach, the synthetic route to (+)-lactacystin 1 has been established via several enantioselective steps, which culminated in diastereoselective crotylboration of 137c and hydroxy amination of allylic trichloroacetimidate 146 using mercurioamidation. For the synthesis of trichodimerol 159, a stereoselective synthetic route to an 8-membered ring 305, as a key intermediate, has been established. Fragmentation of bicyclo[3.3.1]nonane system has been developed to construct 8-membered carbocycle 305, which was achieved via asymmetric epoxidation followed by regioselective opening of 183 and dimerization of 311. For the synthesis of lasonolide A 318, a macrocyclic lactone 445 was synthesized efficiently via coupling of benzothiazol sulfone 447 and Z-α, β-unsaturated aldehyde 439. Benzothiazol sulfone 447 has been synthesized via iodocyclization of 347, Julia-type coupling of 404 and 405, and functionalization of hydroxyl group in 410. The synthesis of aldehyde 439 was achieved via an asymmetric crotylation followed by a diastereoselective allylation of 389, anionic cyclization of 393, and formation of Z-α, β-unsaturated ester 398. | eng |
dc.language | eng | - |
dc.publisher | 한국과학기술원 | - |
dc.subject | Trichodimerol | - |
dc.subject | Lactacystin | - |
dc.subject | Lasonolide | - |
dc.subject | 라소놀라이드 | - |
dc.subject | 트리코디메롤 | - |
dc.subject | 락타시스틴 | - |
dc.title | Synthetic studies on lactacystin, trichodimerol and Lasonolide A | - |
dc.title.alternative | 락타시스틴과 트리코디메롤과 라소놀라이드 A의 합성에 대한 연구 | - |
dc.type | Thesis(Ph.D) | - |
dc.identifier.CNRN | 165677/325007 | - |
dc.description.department | 한국과학기술원 : 화학과, | - |
dc.identifier.uid | 000975344 | - |
dc.contributor.localauthor | Kang, Sung-Ho | - |
dc.contributor.localauthor | 강성호 | - |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.