Jove
Visualize
お問い合わせ
JoVE
x logofacebook logolinkedin logoyoutube logo
JoVEについて
概要リーダーシップブログJoVEヘルプセンター
著者向け
出版プロセス編集委員会範囲と方針査読よくある質問投稿
図書館員向け
推薦の声購読アクセスリソース図書館諮問委員会よくある質問
研究
JoVE JournalMethods CollectionsJoVE Encyclopedia of Experimentsアーカイブ
教育
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab Manual教員リソースセンター教員サイト
利用規約
プライバシーポリシー
ポリシー

関連する概念動画

Oxidations of Aldehydes and Ketones to Carboxylic Acids01:15

Oxidations of Aldehydes and Ketones to Carboxylic Acids

5.7K
Oxidation of aldehydes and ketones results in the formation of carboxylic acids. Aldehydes, bearing hydrogen next to the carbonyl group, are easily oxidized compared to ketones. This is because an aldehydic proton can easily be abstracted during oxidation.
Aldehydes readily undergo oxidation in strong oxidizing agents such as potassium permanganate and chromic acid. The oxidation can also be carried out using mild oxidizing agents such as silver oxide. In fact, aldehydes can be easily oxidized...
5.7K
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones01:21

Acid-Catalyzed α-Halogenation of Aldehydes and Ketones

3.1K
By replacing an α-hydrogen with a halogen, acid-catalyzed α-halogenation of aldehydes or ketones yields a monohalogenated product
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic...
3.1K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation02:47

Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation

19.8K
Introduction
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
19.8K
Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism01:14

Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism

6.1K
The Wittig reaction, which converts aldehydes or ketones to alkenes using phosphorus ylides, proceeds through a nucleophilic addition‒elimination process.
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom...
6.1K
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation01:22

Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation

3.4K
Baeyer–Villiger oxidation converts aldehydes to carboxylic acids and ketones to esters. The reaction uses peroxy acids or peracids and is often catalyzed by acid. The reaction is named after its pioneers, Adolf von Baeyer and Victor Villiger. The reaction is achieved by a wide range of peracids such as m-chloroperoxybenzoic acid (mCPBA), perbenzoic acid (C6H5COOOH), peracetic acid (CH3COOOH), hydrogen peroxide (H2O2), and tert-butyl hydroperoxide (t-BuOOH).
The carbonyl center is...
3.4K
Aldehydes and Ketones to Alkenes: Wittig Reaction Overview01:19

Aldehydes and Ketones to Alkenes: Wittig Reaction Overview

7.1K
The Wittig reaction is the conversion of carbonyl compounds-aldehydes and ketones-to alkenes using phosphorus ylides, or the Wittig reagent. The reaction was pioneered by Prof. Georg Wittig, for which he was awarded the Nobel Prize in Chemistry.
7.1K

こちらも読む

関連記事

共著者、ジャーナル、引用グラフによってこの研究に関連する記事。

並び替え
Same author

Direct access to 2-imidazolines from unactivated alkenes.

Chemical science·2026
Same author

C═C/N═O Metathesis Enables Oxidative Decarboxylation.

Journal of the American Chemical Society·2026
Same author

Isolation of ROMP-Generated Macrocyclic Polyalkenamers via Polar Monomer Incorporation and Chain-End Modification.

Macromolecules·2026
Same author

Chiral methionine oxidation reagents reveal stereospecific proteome modifications.

bioRxiv : the preprint server for biology·2026
Same author

Ring-opening decarbonylative C(sp<sup>3</sup>)-C(sp<sup>3</sup>) cross-electrophile coupling of cyclic imides with unactivated alkyl chlorides.

Chemical science·2026
Same author

Late-Stage Diversification of Native Tryptophan-Containing Peptides and Peptide Drugs through Nitrogen Atom Insertion.

Journal of the American Chemical Society·2025
Same journal

Radical Cascades on Seawater Microdroplets Drive Atmospheric Mercury Oxidation.

Journal of the American Chemical Society·2026
Same journal

Superior Selective and Fast NH<sub>3</sub> Adsorption of Soft Porous MOF/Ionic Liquid Composites with Ordering Phase Transitions.

Journal of the American Chemical Society·2026
Same journal

Systematic Catalyst Variation for Improved Stereoselective Epoxide Polymerization: Subtle Modifications Resulting in Superior Efficiency.

Journal of the American Chemical Society·2026
Same journal

Deciphering the Halide Chemistry of Cl<sup>-</sup> and Br<sup>-</sup> in Enhancing Kinetics of Mg Plating/Stripping.

Journal of the American Chemical Society·2026
Same journal

Electrosynthesis of C<sub>6</sub> Chemicals by Propylene Oxidative Coupling on Au Surface.

Journal of the American Chemical Society·2026
Same journal

Statistical AI Enables Precise Screening of Multielement Catalysts.

Journal of the American Chemical Society·2026
関連記事をすべて見る

関連する実験動画

Updated: May 4, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
06:34

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Published on: June 20, 2014

13.6K

触媒制御のワッカー型酸化:機能化されたアルデヒドへの容易なアクセス.

Zachary K Wickens1, Kacper Skakuj, Bill Morandi

  • 1Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology , Pasadena, California 91125, United States.

Journal of the American Chemical Society
|January 14, 2014
PubMed
まとめ
この要約は機械生成です。

ナイトリットで改変された新しいワッカー酸化は,酸素化されたアルケンを高選択性アルデヒドに効率的に変換します. この方法は,アトモクセチンのような医薬品のエナンチオセレクティブ合成を容易にする.

さらに関連する動画

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
06:46

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Published on: June 21, 2017

6.6K
Achieving Moderate Pressures in Sealed Vessels Using Dry Ice As a Solid CO2 Source
06:26

Achieving Moderate Pressures in Sealed Vessels Using Dry Ice As a Solid CO2 Source

Published on: August 17, 2018

9.7K

関連する実験動画

Last Updated: May 4, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
06:34

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Published on: June 20, 2014

13.6K
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
06:46

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Published on: June 21, 2017

6.6K
Achieving Moderate Pressures in Sealed Vessels Using Dry Ice As a Solid CO2 Source
06:26

Achieving Moderate Pressures in Sealed Vessels Using Dry Ice As a Solid CO2 Source

Published on: August 17, 2018

9.7K

科学分野:

  • 有機化学 オーガニック・ケミストリー
  • カタリシス カタリシス カタリシス
  • 合成方法論 合成方法論

背景:

  • ワッカー酸化は,アルケンの機能化の礎石である.
  • 酸化アルケンの選択的酸化は,合成の課題であり続けている.
  • 新しい触媒システムの開発は,効率的な合成に不可欠です.

研究 の 目的:

  • アルケンのアルリル/ホモアリル酸素基によるアルデヒド選択的酸化を開発する.
  • 改変されたワッカー酸化を用いて,高収量と選択性を達成する.
  • 薬剤剤の合成におけるこの方法の有用性を探求し,メカニズム的側面を理解する.

主な方法:

  • 窒素化されたアルケンの窒素化改変されたワッカー酸化.
  • 簡単に手に入る原材料を活用する.
  • アトモクセチンのエナンチオセレクティブ合成.
  • アンチ・マルコヴニコフ反応に対する機能的グループの影響の調査.

主要な成果:

  • 88%のアルデヒド収量と97%のアルデヒド選択性を達成しました.
  • 薬剤であるアトモクセチンの合成における方法の適用性を実証した.
  • 近接グループの影響を受けた反マルコヴニコフニコフ反応に関する予備的なメカニズム的洞察を得ました.

結論:

  • 窒素改変されたワッカー酸化は,酸化アルケーンからアルデヒドへの効率的な経路を提供します.
  • この方法論により,貴重な化合物の迅速かつエナチオセレクティブな合成が可能になります.
  • 機能的グループ効果を理解することは,さらなる反応最適化とメカニズム研究への道を開きます.