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Updated: Jun 27, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
08:12

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

Published on: August 16, 2018

ベータアミノエステルエノラートの構造:連続変異法を用いた新しい戦略

Lara R Liou1, Anne J McNeil, Gilman E S Toombes

  • 1Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853-1301, USA.

Journal of the American Chemical Society
|December 19, 2008
PubMed
まとめ

この研究では,リチウム-6核磁気共鳴 (6Li NMR) 光譜を用いて,β-アミノエステルエノラートの溶液構造を決定しました. 発見は,ヘクサメリクアグレガットを確認し,これらの複雑な分子におけるケレーションのステレオ化学を明らかにします.

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Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis

Acetoacetic ester synthesis is a method to obtain ketones from alkyl halides and β-keto esters. The reaction occurs in the presence of an alkoxide base that abstracts the acidic proton of the β-keto esters. The step results in an enolate ion which is doubly stabilized. The enolate then reacts with an alkyl halide via the SN2 process to produce an alkylated ester intermediate with a new C–C bond. The hydrolysis of the intermediate, followed by acidification, results in an alkylated β-keto acid.
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Types of Enols and Enolates

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