THE SYNTHESIS OF 3-TRIMETHYLSILYL-4-DIMETHYL(PHENYL)SILYLBUT-3-EN-2-ONE, A BETA-FUNCTIONALIZED MICHAEL ACCEPTOR

被引:23
作者
FLEMING, I
NEWTON, TW
SABIN, V
ZAMMATTIO, F
机构
[1] University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
关键词
D O I
10.1016/S0040-4020(01)80457-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:7793 / 7802
页数:10
相关论文
共 52 条