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Stereochemistry of the enolate from methyl phenylacetate

โœ Scribed by Fujie Tanaka; Kaoru Fuji

Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
238 KB
Volume
33
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

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 isometixed to Z-isomer in the presence of LiCl and HMPA in THF.

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