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Updated: Aug 11, 2026

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

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マクロサイクルのエンドサイクルのアルコールとエクソサイクルのアリルアルコールの取得は,ニッケル触媒によるイナルの還元サイクルによる

Beth Knapp-Reed1, Gireesh M Mahandru, John Montgomery

  • 1Department of Chemistry, Wayne State University, Detroit, Michigan 48202, USA.

Journal of the American Chemical Society
|September 22, 2005
PubMed
まとめ

ニッケル触媒は,イナルの還元性マクロサイクリングを可能にします. リガンドの選択は,エンドサイクリックまたはエクソサイクリックアリルアルコールの形成を決定し,有機合成におけるオレフィン幾何学に対する制御を提供します.

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Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

Introduction
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Alcohols from Carbonyl Compounds: Reduction

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Preparation of Aldehydes and Ketones from Nitriles and Carboxylic Acids

Although it is possible to reduce a carboxylic acid to an aldehyde, strong reducing agents, like lithium aluminum hydride (LAH), prohibit a controlled reduction, instead causing the generated aldehyde to instantly over-reduce to a primary alcohol.
Reducing carboxylic acid derivatives like acyl chlorides (RCOCl), esters (RCO2R′), and nitriles (RCN) using milder aluminum hydride agents like lithium tri-tert-butoxyaluminum hydride [LiAlH(O-t-Bu)3] and diisobutylaluminum hydride [DIBAL-H] allows...
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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 halogen to form a...
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Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

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