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相关概念视频

Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation01:27

Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

2.2K
Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).
2.2K
Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

2.6K
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.
2.6K
Regioselectivity and Stereochemistry of Hydroboration02:36

Regioselectivity and Stereochemistry of Hydroboration

8.2K
A significant aspect of hydroboration–oxidation is the regio- and stereochemical outcome of the reaction.
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
8.2K
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry01:29

Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry

4.6K
Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
4.6K
α-Alkylation of Ketones via Enolate Ions01:10

α-Alkylation of Ketones via Enolate Ions

3.1K
Ketones with α protons are deprotonated by strong bases like lithium diisopropylamide (LDA) to form enolate ions. The anion is stabilized by resonance, and its hybrid structure exhibits negative charges on the carbonyl oxygen and the α carbon. This ambident nucleophile can attack an electrophile via two possible sites: the carbonyl oxygen, known as O-attack, or the α carbon, known as C-attack. The nucleophilic attack via the carbanionic site is preferred. This is due to the...
3.1K
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration02:34

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

8.5K
The rate of acid-catalyzed hydration of alkenes depends on the alkene's structure, as the presence of alkyl substituents at the double bond can significantly influence the rate.
8.5K

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相关实验视频

Updated: Jul 19, 2025

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes

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通过使用实用的印基模板进行远程meta-selective C-H 烯化进行宏循环化.

Pengfei Zhang1, Zhiwei Jiang1, Zhoulong Fan2

  • 1College of Chemistry, State Key Laboratory of Elemento-organic Chemistry, Nankai University Tianjin 300071 China zjin@nankai.edu.cn.

Chemical science
|August 11, 2023
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概括

这项研究提出了一种新的催化方法,通过C-H激活合成宏环化合物. 这种高效的策略使得可以制造宏化物,氨酸和抗瘤药物贝利诺斯塔特.

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A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
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A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis

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A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
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A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

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相关实验视频

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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes

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A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
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A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis

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A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
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科学领域:

  • 有机化学 有机化学
  • 催化剂是一种催化剂.
  • 药用化学 医学化学

背景情况:

  • 通过C-H激活合成宏环化合物具有挑战性.
  • 开发高效和多功能的宏循环化策略至关重要.

研究的目的:

  • 开发一种新的催化宏循环化策略.
  • 为了证明各种宏环化合物的合成,包括宏化物,氨酸和抗瘤药物贝利诺斯塔特.
  • 探索铜酸盐和分子氧气作为氧化剂的使用.

主要方法:

  • 帕拉催化远程甲基-C-H的olefination使用一个印度模板.
  • 内部分子和分子间的C-H化反应.
  • 在现场监测使用福里埃变换红外光谱和ESI-MS.

主要成果:

  • 通过Pd催化后的甲基-C-H烯化开发了一种高效的宏循环化策略.
  • 该方法成功合成了宏化物和氨酸.
  • 从简单的前体中,分子间的化产生了抗瘤药物贝利诺斯塔特.
  • 酸铜和O2取代了银盐作为氧化剂.
  • 首次检测到一个环酸中间体.

结论:

  • 开发的战略提供了一个有效的途径,以各种宏循环化合物.
  • 这种方法为合成复杂分子,包括药品提供了一种实际的方法.
  • 使用铜和氧作为氧化剂提供了一个更绿色的替代方案.