Bismesitylmagnesium: a thermally stable and non-nucleophilic carbon-centred base reagent for the efficient preparation of silyl enol ethers.
نویسندگان
چکیده
Bismesitylmagnesium has been established as an accessible, practical, convenient, and non-nucleophilic carbon-centred base reagent for efficient access to silyl enol ethers from a series of ketone substrates at readily utilisable temperatures.
منابع مشابه
In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers.
Treatment of commercially available MesMgBr with 1,4-dioxane produces the key Mes(2)Mg reagent in situ which then mediates the deprotonation of ketones to deliver trimethylsilyl enol ethers, at readily accessible temperatures and without any nucleophilic addition, in an expedient and high yielding one-pot process.
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1-Phenylthio-3-vinyl-cyclohex-1-en-3-ol (2) has been synthesized and investigated as a new bis-annelation reagent for silyl enol ethers. Reagent 2 can be synthesized by a Grignard reaction of vinyl magnesium bromide with 3-phenylthiocyclohexenone. The reaction with silyl enol ethers takes place under Lewis acid catalysis and generally proceeds in good yields. The resulting phenylthiodienes can ...
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عنوان ژورنال:
- Chemical communications
دوره 47 شماره
صفحات -
تاریخ انتشار 2007