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Updated: Jul 14, 2026

Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
06:31

Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators

Published on: November 27, 2015

水溶液中の2オクソサイクロヘキサンカルボキシル酸ケトエノール系

J A Chang1, A J Kresge, V A Nikolaev

  • 1Contribution from the Department of Chemistry, University of Toronto, Toronto, Ontario M5S 3H6, Canada.

Journal of the American Chemical Society
|June 6, 2003
PubMed
まとめ

フラッシュ光分解により,2-オクソサイクロヘクシリデネケテンが生成され,これはエノールに水分化され,2-オクソサイクロヘクサンカルボキシル酸のケト形にイソメリ化されます. この研究では,この酸のケトエノール均衡定数を決定しました.

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Reactivity of Enols01:18

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Keto–Enol Tautomerism: Mechanism

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Aldehydes and ketones form enols, although only about 1% of the enol is present at the equilibrium for simple monocarbonyl compounds. The enol form is undetectable for acetaldehyde, present as only 1.5 × 10−4 % of acetone, and present as only 1.2% of cyclohexanone. Two kinds of regioisomeric enols are possible for unsymmetrical ketones, and their net composition is 1% at equilibrium. This instability is due to the lower bond energy of C=C than the C=O group. The additional instability of enols...
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Nitrosation of Enols

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