通过合作/易斯酸催化剂实现的模块化三组分不对称的Tsuji-Trost反应
1Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438, China.
Angewandte Chemie (International ed. in English)
|August 23, 2025
概括
这项研究引入了使用合作/易斯酸催化的一种新型三元不对称的基替代反应. 这种高效的方法可以从简单的有机原料中合成复杂的分子,
科学领域:
- 有机合成
- 催化剂
- 绿色化学
背景情况:
- 非对称基替代 (AAS) 或Tsuji-Trost反应是现代有机合成的基石.
- 将AAS与多元组件模块化合成集成为从基本原料中灵活构建分子提供了一种强大而未成熟的策略.
研究的目的:
- 开发一种新的三元不对称的Tsuji-Trost反应.
- 通过结合不同的生物活性架构来合成混合分子的多功能平台.
主要方法:
- 开发了一种合作的/易斯酸 (LA) 催化三组分AAS反应.
- 这种反应采用"1C + 2C + NuH"方法,从阿尔代,基酸盐和各种核爱素开始.
- 进行了机制研究以阐明反应途径.
主要成果:
- 该协议容纳了广泛的核友性物质,包括马隆酸盐,乙酸盐,氧化物和硫化物.
- 反应通过一个涉及LA催化合,氨酸转移和Pd/LA同催化AAS的序列进行.
- 成功合成了整合两个不同的生物活性支架的多种混合分子.
结论:
- 一种新且高效的三组分不对称的Tsuji-Trost反应已经确立.
- 这种方法为复杂有机分子和混合化合物的模块化合成提供了一个新的平台.
- 合作催化方法为从简单的原材料获取多样化的分子结构提供了强大的策略.
更多相关视频
相关概念视频
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
1.9K
The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
1.9K
Cycloaddition Reactions: MO Requirements for Thermal Activation
3.7K
Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
3.7K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
2.0K
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
2.0K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
10.8K
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.
10.8K
Cycloaddition Reactions: MO Requirements for Photochemical Activation
2.2K
Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.
2.2K
α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction
3.2K
The method to achieve α-brominated carboxylic acids using a mixture of phosphorus tribromide and bromine is known as the Hell–Volhard–Zelinski reaction. The reaction is catalyzed by phosphorus tribromide, which can be used directly or produced in situ from red phosphorus and bromine. The mechanism comprises PBr3 catalyzed conversion of acid to acid bromide and hydrogen bromide. The acid bromide enolizes to its enol form in the presence of HBr. The nucleophilic enol attacks the...
3.2K
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)

