Tetrahedron

The synthesis of 3-trimethylsilyl-4-dimethyl (phenyl) silylbut-3-en-2-one, a β-functionalised Michael acceptor

I Fleming, TW Newton, V Sabin, F Zammattio

文献索引：Fleming; Newton; Sabin; Zammattio Tetrahedron, 1992 , vol. 48, # 37 p. 7793 - 7802

全文：HTML全文

被引用次数: 28

摘要

The title compound 3 has been prepared by silyl-cupration of trimethylsilylacetylene followed by acetylation. The phenyldimethylsilyl group can be removed selectively in a three- step procedure to give 3-trimethylsilylbut-3-ene-2-one 1b. 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.