DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | Kim, Sung-Gak | - |
dc.contributor.advisor | 김성각 | - |
dc.contributor.author | Kee, In-Seo | - |
dc.contributor.author | 기인서 | - |
dc.date.accessioned | 2011-12-13T04:26:14Z | - |
dc.date.available | 2011-12-13T04:26:14Z | - |
dc.date.issued | 1994 | - |
dc.identifier.uri | http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=68926&flag=dissertation | - |
dc.identifier.uri | http://hdl.handle.net/10203/31384 | - |
dc.description | 학위논문(박사) - 한국과학기술원 : 화학과, 1994.2, [ vi, 204 p. ] | - |
dc.description.abstract | A fundamentally new approach, using 2-phenyl-N-aziridinyl imines, for the formation of five- and six-membered ring radicals from acyclic precursors has been studied. The radical cyclization of N-aziridinyl imines using structurally different radical precursors proceeded smoothly, yielding cyclized products in high yields. The radical cyclization of iodo aziridinyl imine in the presence of electron deficient alkenes with n-Bu$_3$SnH proceeded, yielding electon deficient alkene substituted cyclic compounds. This demonstrated the formation of two carbon-carbon bonds in succession at the same carbon. The radical cyclization of diaziridinyl imines proceeded, yielding the cyclized product bearing a carbon-carbon double bond. This demonstrated the efficacy of the aziridinyl imino group as a radical precursor as well as a radical acceptor. The competition between a formyl group and an imino group as a radical acceptor was studied, and this result indicated the radical cyclization of an alkyl radical to formyl and N-aziridinyl imine was competitive as 16:62. Furthermore, the competition between a keto and an imino group showed preferential attack of a vinyl radical to the imino group. The competition between an alkenyl and an N-aziridinyl group showed the preference of the alkenyl group over the imino group as a radical acceptor. The competition between a formyl and an N-aziridinyl imino group as a radical precursor showed the preferential attack of Bu$_3$Sn radical to the formyl group over the imino group. The preference of a keto group over an imino group was also observed. The competition study with alkenyl N-aziridinyl imine indicated the preference of the alkenyl group over the imino group as a radical precursor. | eng |
dc.language | eng | - |
dc.publisher | 한국과학기술원 | - |
dc.title | Radical cyclization of N-aziridinyl imines | - |
dc.title.alternative | 아지리디닐 이민의 라디칼 고리화 반응 | - |
dc.type | Thesis(Ph.D) | - |
dc.identifier.CNRN | 68926/325007 | - |
dc.description.department | 한국과학기술원 : 화학과, | - |
dc.identifier.uid | 000885034 | - |
dc.contributor.localauthor | Kim, Sung-Gak | - |
dc.contributor.localauthor | 김성각 | - |
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