Tetrahedron p. 7793 - 7802 (1992)
Update date:2022-07-31
Topics:
Fleming
Newton
Sabin
Zammattio
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.
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