DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | Kang, Sung-Ho | - |
dc.contributor.advisor | 강성호 | - |
dc.contributor.author | Lee, Sung-Bae | - |
dc.contributor.author | 이성배 | - |
dc.date.accessioned | 2011-12-13T04:59:27Z | - |
dc.date.available | 2011-12-13T04:59:27Z | - |
dc.date.issued | 1993 | - |
dc.identifier.uri | http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=68369&flag=dissertation | - |
dc.identifier.uri | http://hdl.handle.net/10203/32639 | - |
dc.description | 학위논문(석사) - 한국과학기술원 : 화학과, 1993.2, [ ii, 59 p. ] | - |
dc.description.abstract | Structurally complex tetrahydrofuranyl derivatives are often found in nature, some of which show a variety of biological activities. One of the most effective approaches to tetrahydrofurans is electrophile-mediated cyclization of $\gamma$-hydroxyalkenes. One of the concerned issues for these reactions is the stereochemistry of newly formed stereogenic centers. Since they are formally a 5-Exo-Trig favored process, a stereogenic center can be introduced to the exocyclic side chain. If the 5-Endo disfavored process of $\beta$-hydroxyalkenes is achieved in a stereocontrolled manner, it can be complementary to the above 5-Exo favored process due to feasible creation of endocyclic stereogenic centers to tetrahydrofurans. In this context we performed iodoetherification of 4-(3 $^\prime$ furanyl)-3-butenol derivatives. The best reaction conditions for anti-2,5-disubstituted tetrahydrofuran were achieved by using iodine(5eq.) with potassium carbonate(2eq.) in diethyl ether at -78$^\circ$C, and the corresponding syn-isomer was obtained when substrate and triethylamine(0.5eq.) in acetonitrile were added dropwise to the solution of iodine(10eq.), potassium carbonate(2eq.) and tbutanol(4eq.) in acetonitrile at 0$^\circ$C. | eng |
dc.language | eng | - |
dc.publisher | 한국과학기술원 | - |
dc.title | Stereocontrolled synthesis of 2,5-disubstitutedtetrahydrofurans | - |
dc.title.alternative | 2,5에 치환체가 있는 테트라하이드로퓨란의 입체선택적 합성 | - |
dc.type | Thesis(Master) | - |
dc.identifier.CNRN | 68369/325007 | - |
dc.description.department | 한국과학기술원 : 화학과, | - |
dc.identifier.uid | 000911436 | - |
dc.contributor.localauthor | Kang, Sung-Ho | - |
dc.contributor.localauthor | 강성호 | - |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.