Studies on the lewis acid mediated ring expansion of cyclic ketones via pinacol-type rearrangement = 루이스 산 하에서 피나콜 형태의 재배열을 통한 환상 케톤의 고리 확대에 관한 연구

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Two new methods for the ring expansion of cyclic ketones have been developed. Vinyl spiroepoxides of cyclobutanones and cyclopentanones readily rearrange to their ring homologated 2-vinylcycloalkanones in the presence of 1.1 equiv. of magnesium (II) triflate and of 1.5 equiv. of zinc(II) bromide respectively. α,β-Epoxysilanes from cyclobutanones have been also found to be rearranged successfully, upon treatment with 1.0 equiv. of magnesium (II) triflate, to produce the ring expanded products, 2-trimethylsilylcyclopentanones. For unsymmetrical ketones, the more highly substituted alkyl group migrates preferentially as many other Pinacol-type rearrangement.
Advisors
Kim, Sung-Gakresearcher김성각researcher
Description
한국과학기술원 : 화학과,
Publisher
한국과학기술원
Issue Date
1991
Identifier
67636/325007 / 000891420
Language
eng
Description

학위논문(석사) - 한국과학기술원 : 화학과, 1991.2, [ iii, 56 p. ]

URI
http://hdl.handle.net/10203/32606
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=67636&flag=dissertation
Appears in Collection
CH-Theses_Master(석사논문)
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