A Preparation of β-Oxoester Enolate Equivalents from SmI2 and α-Bromoalkanoates

DOI: 10.1246/cl.1995.197

Source and publish data:

Chemistry Letters p. 197 - 198 (1995)

Update date:2022-08-11

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Authors:

Utimoto, Kiitiro

Matsui, Toshiki

Takai, Tsutomu

Matsubara, Seijiro

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Article abstract of DOI:10.1246/cl.1995.197

A treatment of ethyl bromoacetate with two molar equivalent of samarium diiodide at -50 deg C for 15 min in THF produces a β-oxoester enolate equivalent; the reagent reacts with ketones or aldehydes to give δ-hydroxy-β-oxoesters in excellent yields.

Full text of DOI:10.1246/cl.1995.197

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