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Updated: May 6, 2026

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
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TOX/Cu (II) 触媒による高効率でエナチオセレクティブな分子内カニザロ反応です

Pan Wang1, Wen-Jie Tao, Xiu-Li Sun

  • 1State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, P.R. China.

Journal of the American Chemical Society
|October 29, 2013
PubMed
まとめ

この研究は,グリオキサルのための新しい非対称な分子内カニザロ反応を導入し,新しいリガンドと制御されたグリオキサルの放出を使用して高いエナチオセレクティブ性を達成します. 反応メカニズムは,ダイナミックな運動解像度よりも,エナチオセレクティブアルコール添加を好みます.

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The Cannizzaro reaction is a base-promoted redox reaction producing a primary alcohol and a carboxylic acid from two molecules of a nonenolizable aldehyde. The reaction commences when the anionic counterpart of the base attacks the carbonyl carbon, resulting in a tetrahedral alkoxide intermediate. The base then abstracts a proton from the intermediate to generate an unstable dianionic species. This intermediate enables the release of the aldehydic hydrogen as a hydride ion. An intermolecular...
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Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
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Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
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