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Preparation of Epoxides03:00

Preparation of Epoxides

8.2K
Overview
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
8.2K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

10.9K
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
10.9K
Autoxidation of Ethers to Peroxides and Hydroperoxides02:23

Autoxidation of Ethers to Peroxides and Hydroperoxides

8.3K
Ethers represent a class of chemical compounds that become more dangerous with prolonged storage because they tend to form explosive peroxides when standing in the air. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly oxidize to form hydroperoxides and dialkyl peroxides.
8.3K
Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis02:29

Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis

11.1K
Overview
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
11.1K
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

2.0K
Acyclic diene metathesis polymerization or ADMET polymerization involves cross-metathesis of terminal dienes, such as 1,8-nonadiene, to give linear unsaturated polymer and ethylene. As ADMET is a reversible process, the formed ethylene gas must be removed from the reaction mixture to complete the polymerization process.
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
2.0K
Ethers from Alkenes: Alcohol Addition and Alkoxymercuration-Demercuration02:35

Ethers from Alkenes: Alcohol Addition and Alkoxymercuration-Demercuration

8.2K
Overview
Ethers can also be prepared from alkenes through acid-catalyzed addition of alcohols and alkoxymercuration–demercuration.
Preparation of Ethers by Acid-Catalyzed Addition of Alcohol to Alkenes
The acid-catalyzed addition of alcohol to an alkene involves treating the alkene with an excess of alcohol in the presence of an acid catalyst to form an ether under suitable conditions. The hydrogen will add to the less substituted carbon so that the nucleophile can attack the more...
8.2K

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Updated: Sep 24, 2025

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

6.9K

プログラム可能なエーテル合成 オクサ-マッテソン反応によって可能

Qiqiang Xie1, Guangbin Dong1

  • 1Department of Chemistry, University of Chicago, Chicago, Illinois 60637, United States.

Journal of the American Chemical Society
|May 9, 2022
PubMed
まとめ
この要約は機械生成です。

研究者は有機合成のための新しいオキサ-マテソン反応を開発しました. この方法により,連続した酸素とカルベノイドをボロナートに挿入し,複雑な分子構造のための多様なボロン置換エーテルを生成します.

さらに関連する動画

Synthesis of Programmable Main-chain Liquid-crystalline Elastomers Using a Two-stage Thiol-acrylate Reaction
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Synthesis of Programmable Main-chain Liquid-crystalline Elastomers Using a Two-stage Thiol-acrylate Reaction

Published on: January 19, 2016

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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

7.5K

関連する実験動画

Last Updated: Sep 24, 2025

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

6.9K
Synthesis of Programmable Main-chain Liquid-crystalline Elastomers Using a Two-stage Thiol-acrylate Reaction
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Synthesis of Programmable Main-chain Liquid-crystalline Elastomers Using a Two-stage Thiol-acrylate Reaction

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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
09:34

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

7.5K

科学分野:

  • 有機化学
  • 合成方法論
  • ボロン化学

背景:

  • マッテソン型反応は,繰り返しの合成戦略を通じて複雑な有機分子を構築するのに価値があります.
  • 現在のマッテソン型反応は,主に炭素鎖の homologación に依存し,その範囲を制限しています.
  • 入手可能な分子構造の多様性を拡大する新しい合成方法が必要である.

研究 の 目的:

  • ボロンが置換されたエーテルを合成するための新しいオキサ-マッテソン反応を開発する.
  • 連続した酸素とカルベノイドを様々なアルキルとアリルボロナートに挿入できるようにする.
  • 機能的なエーテルと複雑な分子の合成における新しい反応の有用性を実証する.

主な方法:

  • 連続した酸素とカルベノイドの挿入を含むオクサマテソン反応の発展.
  • 様々なアルキルボロナートに対する反応の適用
  • 機能性エーテル,アセチル-CoA-カルボキシラーゼ阻害剤,およびポリエーテルを調製することによって,合成的有用性の実証.

主要な成果:

  • オクサマテソン反応の開発に成功し,マテソン型化学の範囲を拡大した.
  • 多種多様なボロン置換エーテルを効率的に合成する.
  • ポリエッターの非対称合成とプログラム可能な構築における実証された有用性.

結論:

  • オクサ-マッテソン反応は,ボロン置換エーテルに独特で多用途のエントリーを提供します.
  • この新しい方法論は,有機合成におけるマッテソン型反応の適用範囲を大幅に拡大する.
  • この反応は機能性分子と複合ポリエッターの合成のための強力なツールです.