Abstract
Deprotonation of methyl phenylacetate with lithium diisopropylamide in tetrahydrofuran followed by trapping with trimethylsilyl chloride afforded an 81:19 mixture of E- and Z-silyl ketene acetals in agreement with a prediction by the calculation by Dauben. The E-silyl ketene acetal was readily isomerized to Z-isomer in the presence of LiCl and HMPA in THF.
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