THE SYNTHESIS OF 3-TRIMETHYLSILYL-4-DIMETHYL(PHENYL)SILYLBUT-3-EN-2-ONE, A BETA-FUNCTIONALIZED MICHAEL ACCEPTOR
THE SYNTHESIS OF 3-TRIMETHYLSILYL-4-DIMETHYL(PHENYL)SILYLBUT-3-EN-2-ONE, A BETA-FUNCTIONALIZED MICHAEL ACCEPTOR
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DOI：
10.1016/s0040-4020(01)80457-9
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发表时间：
1992-09-11
期刊：
影响因子：
2.1
通讯作者：
ZAMMATTIO, F
中科院分区：
文献类型：
--
作者：
FLEMING, I;NEWTON, TW;ZAMMATTIO, F
标题化合物3是由三甲基硅基乙炔经硅基铜化反应和乙酰化反应制得。苯基二甲基甲硅烷基可以在三步程序中选择性地除去，得到3-三甲基甲硅烷基丁-3-烯-2-酮Ib。烯酮3和环己酮可用于缩合反应以制备5-二甲基（苯基）甲硅烷基双环[4.4.0]癸烷-3-酮20，并因此制备2-乙烯基环己基乙酸23。
The title compound 3 has been prepared by silyl-cupration of trimethylsilylacetylene followed by acetylation. The phenyidimethylsilyl group can be removed selectively in a three-step procedure to give 3-trimethylsilylbut-3-ene-2-one lb. The enone 3 and cyclohexanone can be used in an annelation reaction to make 5-dimethyl(phenyl)silylbicyclo[4.4.0]decan-3-one 20 and hence to make 2-vinylcyclohexylacetic acid 23.