DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | Kim, Sung-Gak | - |
dc.contributor.advisor | 김성각 | - |
dc.contributor.author | Uh, Kee-Han | - |
dc.contributor.author | 어기한 | - |
dc.date.accessioned | 2011-12-13T04:26:06Z | - |
dc.date.available | 2011-12-13T04:26:06Z | - |
dc.date.issued | 1993 | - |
dc.identifier.uri | http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=68137&flag=dissertation | - |
dc.identifier.uri | http://hdl.handle.net/10203/31375 | - |
dc.description | 학위논문(박사) - 한국과학기술원 : 화학과, 1993.8, [ v, 158 p. ] | - |
dc.description.abstract | The novel methods for the cationic ring expansion of cyclic ketone adducts have been developed. Palladium(0) catalyzed ring expansion of vinyl oxaspirohexanes occurred smoothly in the presence of 1 equiv of p-nitrophenol in tetrahydrofuran, yielding the ring-expanded cyclopentanones in high yields via $\pi$-allylpalladium cationic species. On the other hand, trimethylsilyl ethers of 1-alkenyl-l-cycloalkanols readily rearrange to the ring expanded $\beta$-mercurio cycloalkanones via mercurinium ions and $\beta$-thallium cycloalkanones via thallium ions. For unsymmetrical substrates, the more substituted alkyl group migrates preferentially. $\alpha$-Methylenecycloalkanones were obtained in good yields by elimination of the $\beta$-mercurio or $\beta$-thallium moiety with bases. Also, $\beta$-mercuriocycloalkanines undergo further ring expansion involving free radical reactions in the course of demercuration with $Bu_3SnH$ in methylene chloride. As a synthetic utility, hexahydro-1(2H)-anthracenone was produced via cationic ring expansion and intramolecular nucleophilic participation of a phenyl ring. | eng |
dc.language | eng | - |
dc.publisher | 한국과학기술원 | - |
dc.title | Cationic ring expansion reactions | - |
dc.title.alternative | 양이온 중간체를 이용한 환상케톤의 고리확장 반응 | - |
dc.type | Thesis(Ph.D) | - |
dc.identifier.CNRN | 68137/325007 | - |
dc.description.department | 한국과학기술원 : 화학과, | - |
dc.identifier.uid | 000875237 | - |
dc.contributor.localauthor | Kim, Sung-Gak | - |
dc.contributor.localauthor | 김성각 | - |
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