Tetrahedron p. 9569 - 9580 (1995)
Update date:2022-08-04
Topics:
Ponthieux, Sylvain
Outurquin, Francis
Paulmier, Claude
The best experimental conditions for the preparation of trimethylsilyl enol ethers 3 from α-phenylseleno aldehydes 1, compatible with a limited deselenenylation of the substrate, were studied.Starting from α-phenylseleno ketones 2, the enoxysilanes 4, bearing a vinylic PhSe group, are the major products when triethylamine is the base.Trimethylsilyl enol ethers 5 with an allylic PhSe group are also formed beside 4 when LDA or KH are used at lower temperatures.
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