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相关概念视频

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

Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule

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...
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration02:34

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

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.
Structures of Carboxylic Acid Derivatives01:28

Structures of Carboxylic Acid Derivatives

Structure of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
¹H NMR Chemical Shift Equivalence: Homotopic and Heterotopic Protons01:03

¹H NMR Chemical Shift Equivalence: Homotopic and Heterotopic Protons

Protons in identical electronic environments within a molecule are chemically equivalent and have the same chemical shift. The replacement test is a useful tool to identify chemical equivalence and predict NMR spectra. A substituent replaces each of the protons being examined and the resulting molecules are compared. If the same molecule is obtained, the protons are equivalent or homotopic. Replacement of any hydrogens in ethane by chlorine yields chloroethane because all six protons are...
¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons00:58

¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons

Replacing each alpha-hydrogen in chloroethane by bromine (or a different functional group) yields a pair of enantiomers. Such protons are called prochiral or enantiotopic and are related by a mirror plane. Enantiotopic protons are chemically equivalent in an achiral environment. Because most proton NMR spectra are recorded using achiral solvents, enantiotopic hydrogens yield a single signal.
In chiral compounds such as 2-butanol, replacing the methylene hydrogens at C3 produces a pair of...
Adrenergic Agonists: Chemistry and Structure-Activity Relationship01:16

Adrenergic Agonists: Chemistry and Structure-Activity Relationship

Adrenergic agonists' structure-activity relationship (SAR) determines their selectivity and efficacy. These agonists comprise a phenylethylamine moiety with an aromatic ring and an ethylamine side chain.
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of the aromatic...

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相关实验视频

Updated: Jul 15, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
09:45

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors

Published on: April 27, 2017

不同的 (-) - 加兰他胺和 (-) - 吗啡的分离性选择性合成.

Barry M Trost1, Weiping Tang, F Dean Toste

  • 1Department of Chemistry, Stanford University, Stanford, California 94305, USA. bmtrost@stanford.edu

Journal of the American Chemical Society
|October 20, 2005
PubMed
概括

一种新的合成策略可以有效地产生阿片类和阿马里里类类类物质,如胺和吗啡. 这种方法利用催化不对称基化 (AAA) 和其他关键反应来简化合成.

科学领域:

  • 有机化学 有机化学
  • 合成化学 合成化学
  • 药用化学 医学化学

背景情况:

  • 片和阿马里利氏类是具有多种生物活动的重要自然产物.
  • 现有的合成途径,这些化物可能是漫长的,缺乏效率.
  • 开发新的,融合的合成策略对于获得这些有价值的化合物至关重要.

研究的目的:

  • 开发一种高效和不同的合成策略,用于阿片类药物和阿玛丽利氏类类化合物.
  • 为了建立一个立体选择合成的加兰他胺和相关结构.
  • 探索新的反应来构建这些类的核心骨架.

主要方法:

  • 催化非对称基化 (AAA),以建立关键的立体中心.
  • 环形成的内分子赫克反应.
  • 乙烯化和可见光促进的胺化,用于构建复杂的多环系统.

主要成果:

  • 从易于获得的原材料中合成一个关键的三环中间体的六步合成.
  • 在两个额外的步骤中,有效地将中间体转化为 (-) - 加兰他胺.
  • 通过Heck乙化成功构建了第四环的可代因/吗啡骨.
  • 新型可见光促进的胺化,用于最终的环闭成可代因,随后转化为吗啡.

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Workflow Based on the Combination of Isotopic Tracer Experiments to Investigate Microbial Metabolism of Multiple Nutrient Sources
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Workflow Based on the Combination of Isotopic Tracer Experiments to Investigate Microbial Metabolism of Multiple Nutrient Sources

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Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
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Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

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Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
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Modification and Functionalization of the Guanidine Group by Tailor-made Precursors

Published on: April 27, 2017

Workflow Based on the Combination of Isotopic Tracer Experiments to Investigate Microbial Metabolism of Multiple Nutrient Sources
12:47

Workflow Based on the Combination of Isotopic Tracer Experiments to Investigate Microbial Metabolism of Multiple Nutrient Sources

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Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
07:36

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

Published on: November 9, 2019

结论:

  • 开发的策略提供了一个高效和多功能途径,以加兰他胺,可代因和吗啡.
  • 使用催化AAA对于在合成早期控制立体化学是关键的.
  • 使用的反应为合成复杂类化合物提供了强大的工具包.