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Updated: Jul 7, 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

ケトンエノールとフィッシャーカルベンの複合体によるダイアステロ選択性サイクロプロパナーション

José Barluenga1, Marcos G Suero, Ivan Pérez-Sanchez

  • 1Instituto Universitario de Química Organometálica "Enrique Moles" Unidad Asociada al CSIC, Universidad de Oviedo Julián Clavería 8, 33006 Oviedo, Spain. barluenga@uniovi.es

Journal of the American Chemical Society
|February 9, 2008
PubMed
まとめ

この研究では,代用サイクロプロパノールを合成するために,カルベンクロム複合体とケトンエノラートを用いた新しいサイクロプロパナーション法が導入されています. このプロセスは,複雑な循環性有機分子を作るための新しい経路を提供します.

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Types of Enols and Enolates01:19

Types of Enols and Enolates

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α-Alkylation of Ketones via Enolate Ions

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Stereochemical Effects of Enolization

The chiral α-carbon of the carbonyl compound is the stereocenter of the molecule. As shown in the figure below, when such a carbonyl compound undergoes racemization under an acidic or basic condition, an achiral enol is formed.
Reactivity of Enols01:18

Reactivity of Enols

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Intramolecular Claisen Condensation of Dicarboxylic Esters: Dieckmann Cyclization

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Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis

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