Abstract

AbstractAttemps to prepare 2‐bromo‐2, 4‐dimethyl, 3‐trimethylsiloxy 3‐pentene reacting lithium diisopropylamide (LDA) with 2‐bromo‐2, 4‐dimethyl‐3 pentanone have revealed two new reactions. After a few minutes quantitative yields are obtained of either the dehalogenated ketone (after hydrolysis) or the trimethylsilyl enol ether (after addition of trimethylsilyl chloride). These reactions are general and have been extended to other α‐monobromoketones and α,α'‐dibromoketones. In the latter case, the reaction is more complex and leads generally to dehalogenation or reduction products.

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