Secondary and tertiary carboxylic methyl or ethyl esters (2a‐c) were converted with trimethylslylmethyllithium (3a‐c) in high yields. Under identical reaction conditions the primary esters 2d,e gave 3d, e in lower yields. Since the trimethylsilyl (TMS) group α to a ketone is known to undergo facile elimination under a variety of reaction conditions, the method also constitutes a highly versatile ester to methylketone sequence.
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Martin Demuth (1978) studied this question.
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