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- W4386782893 abstract "This chapter addresses enolate alkylations with alkyl halides. Simple enolates react irreversibly with soft (polarized) electrophiles such as methyl iodide. A new carbon–carbon bond is formed in an S<sub>N</sub>2, which is of considerable synthetic importance. The chapter then looks at enolates derived from simple ketones, simple esters, and <italic>β</italic> dicarbonyl compounds. If cyclohexanone is treated with ethanolic sodium ethoxide in the presence of methyl iodide, most of the latter reacts with ethoxide ion. However, if the considerably more hindered and slightly more basic <italic>t</italic>-butoxide is used as base, little reaction of it with the methyl iodide occurs. The difficulty arises from the fact that substantial concentrations of bases derived from alcohols are necessary to obtain even small concentrations of enolates from simple ketones." @default.
- W4386782893 created "2023-09-16" @default.
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- W4386782893 date "1997-08-28" @default.
- W4386782893 modified "2023-09-27" @default.
- W4386782893 title "Enolate alkylations with alkyl halides" @default.
- W4386782893 doi "https://doi.org/10.1093/hesc/9780198559597.003.0008" @default.
- W4386782893 hasPublicationYear "1997" @default.
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