Comparing α-Carbanion-Stabilizing Ability of Substituents Using the Brook Rearrangement
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چکیده
The α-carbanion-stabilizing ability of the phenylthio and trimethylsilyl groups was compared based on the relative rate of the base-catalyzed Brook rearrangement of the β-substituted α-silylallylalcohol.
منابع مشابه
[Development of new synthetic reactions featuring tandem carbon-carbon bond formation].
Development of new synthetic reactions that feature a tandem process triggered by Brook rearrangement, a C-to-O 1,2-anionic shift of a silyl group, will be discussed. A basic motif for the strategy is the generation of an alpha-siloxy carbanion by the reaction of acylsilanes with ketone enolates and then trapping the anions by intra- and inter-molecular electrophiles. For example, the reaction ...
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تاریخ انتشار 1998