(A) new method for β-functionalization of α,β-unsaturated ketone using β-phosphonium salt methyl enol ethers = 메틸 에놀 에테르의 β-포스포늄염을 이용한 α,β-불포화 케톤의 새로운β-위치 작용기화

Wittig reaction at the $\beta$-position, $\beta$-alkoxycarbonylation, $\beta$-acylation, and $\beta$-sulfenylation of 2-cyclohexen-1-one have been achieved by the reaction of ylides, which were derived from enone ketal via phosphonylation with triphenylphosphine in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) or boron trifluoride etherate (BF$_3$.OEt$_2$), with aldehydes, chloroformates, acyl chlorides, and disulfides, respectively, followed by the hydrolysis. Direct displacement of triphenylphosphonium salt with several nucleophiles provided conjugated addition products in which ketone groups were protected as methly enol ethers.
Advisors
Kim, Sung-Gakresearcher김성각researcher
Publisher
한국과학기술원
Issue Date
1989
Identifier
66578/325007 / 000871722
Language
eng
Description

학위논문(석사) - 한국과학기술원 : 화학과, 1989.2, [ iv, 76 p. ]

URI
http://hdl.handle.net/10203/32550
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=66578&flag=t
Appears in Collection
CH-Theses_Master(석사논문)
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