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相关概念视频

Prochirality02:05

Prochirality

The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

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.
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

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...
Sharpless Epoxidation02:57

Sharpless Epoxidation

The conversion of allylic alcohols into epoxides using the chiral catalyst was discovered by K. Barry Sharpless and is known as Sharpless epoxidation. The use of a chiral catalyst enables the formation of one enantiomer of the product in excess. This chiral catalyst is mainly a chiral complex of titanium tetraisopropoxide and tartrate ester (specific stereoisomer). The stereoisomer used in the chiral catalyst dictates the formation of the enantiomer of the product. In other words, the use of...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry01:28

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry01:29

Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry

Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.

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相关实验视频

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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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3,3-二甲基的不对称合成,使用的二烯-催化剂.

Jean-François Paquin1, Christian Defieber, Corey R J Stephenson

  • 1Laboratorium für Organische Chemie, ETH Hönggerberg, CH-8093 Zürich, Switzerland.

Journal of the American Chemical Society
|August 4, 2005
PubMed
概括

研究人员开发了一种新方法,用于制造丰富的3,3-二烯. 这种不对称的催化反应使用酸和 cinnamaldehyde衍生物,产生有价值的性构建块.

科学领域:

  • 有机化学 有机化学
  • 不对称的催化剂.
  • 合成方法论 合成方法论

背景情况:

  • 的3,3-二烯醇是有价值的合成中间体.
  • 它们的enantioselective合成的高效方法非常受欢迎.
  • 现有的路线可能缺乏普遍性或需要恶劣的条件.

研究的目的:

  • 开发一种通用和高效的途径,以获得反丰富的3,3-二甲.
  • 建立一种不对称的催化方法,用于对乙烯酸添加合的阿里尔酸.
  • 为了证明开发的方法的广泛适用性.

主要方法:

  • 非对称的催化联加反应.
  • 使用酸作为核爱素.
  • 在奇拉二烯的存在下,采用 cinnamaldehyde 衍生物作为电友.
  • 优化反应条件,包括催化剂,配体和溶剂.

主要成果:

  • 成功合成富含酵素的3,3-二甲基甲醇,产量高 (63-90%).
  • 实现了高的反选择性,从89%到93%不等.
  • 与电子贫乏和电子丰富的阿里尔博龙酸具有证明的兼容性.

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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

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
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Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

Published on: January 3, 2018

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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

  • 展示了与各种基质反应的有效性.

    • 结论:

    • 已经建立了一个多功能和高效的催化系统,用于3,3-diarylpropanals的不对称合成.
    • 开发的方法提供了访问有价值的性构建块与优秀的立体控制.
    • 这种方法为制备复杂有机分子提供了一种实际的方法.