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相关概念视频

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration02:34

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

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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.
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Regioselectivity and Stereochemistry of Hydroboration02:36

Regioselectivity and Stereochemistry of Hydroboration

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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...
7.8K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

2.6K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
2.6K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation02:47

Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation

19.7K
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.
19.7K
Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule02:17

Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule

14.2K
If a set of reactants can yield multiple constitutional isomers, but one of the isomers is obtained as the major product, the reaction is said to be regioselective. In such reactions, bond formation or breaking is favored at one reaction site over others.
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
14.2K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

6.9K
Introduction
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
6.9K

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Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
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使用脚手架催化剂进行远端选择性水合成型.

Candice L Joe1, Thomas P Blaisdell, Allison F Geoghan

  • 1Department of Chemistry, Merkert Chemistry Center, Boston College , Chestnut Hill, Massachusetts 02467, United States.

Journal of the American Chemical Society
|June 7, 2014
PubMed
概括

这项研究引入了一种用于水合甲基化的新型指导组,使化物形成能够远离指导功能. 这种方法可以从同质醇中选择性合成d-乳酸.

科学领域:

  • 有机化学 有机化学
  • 催化剂是一种催化剂.
  • 合成方法论 合成方法论

背景情况:

  • 基导向组在水合甲基化中通常将化物形成直接导向到邻近的碳.
  • 需要催化系统来实现新型合成途径的远程功能化.

研究的目的:

  • 设计和合成一种用于水合甲基的新型脚手架连接体.
  • 为了实现区域选择性化物形成,距离指导组.
  • 将这种方法应用于δ-乳腺素的合成.

主要方法:

  • 开发一个新的指导小组,通过可逆共价键运作.
  • 引导小组在同质醇的基甲基化中的应用.
  • 基质结构的系统变化以优化区域选择性.

主要成果:

  • 这个新型的指导小组成功地在远端碳上促进了化物形成.
  • 同样性醇的灾难性选择性水合成型产生具有高选择性的δ-乳.
  • 区域选择性是同质醇的最高,表明基质依赖的控制.

结论:

  • 一个新的催化系统允许在甲基化中进行远端功能化.

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  • 这种方法提供了一条选择性的 δ-乳酸盐的途径.
  • 指导小组的设计可以根据特定的区域化学结果进行调整.