铜催化酶融合基苏木-米亚乌拉 C(sp3) -C(sp2) 交联
Sheng-Peng Jiang1, Xiao-Yang Dong1, Qiang-Shuai Gu2
1Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China.
Journal of the American Chemical Society
|November 4, 2020
概括
这项研究引入了一种新的铜催化苏苏基-米亚拉交叉合反应. 它有效地创建具有高反选择性的性分子,使用独特的连接体系统进行基质控制.
科学领域:
- 有机化学
- 催化剂
- 不对称的合成
背景情况:
- 木-米拉交叉合是有机合成中的一个重要反应.
- 实现对抗选择性C ((sp3) -C ((sp2) 合仍然是一个重大挑战.
- 交叉合中的基路往往缺乏立体化学控制.
研究的目的:
- 开发一个选性的铜催化苏苏基-米亚乌拉交叉合,用于C(sp3) -C(sp2) 键的形成.
- 在涉及激素中间体的交叉合反应中控制立体化学.
- 用奇拉三级基立体合成富含的化合物.
主要方法:
- 使用铜催化剂与性甲基衍生的N,N,P-连接物.
- 作为合合作伙伴使用了赛米基化物和有机酸.
- 研究一种偏好于立体特异性SN2过程的立体废除基路.
主要成果:
- 在Suzuki-Miyaura交叉合反应中实现了高反选择性.
- 已证实广泛的基质范围,包括各种基酸和基化物.
- 在开发的方法中表现出良好的功能群耐受性.
结论:
- 开发的方法可以有效地获取具有性三级基立体中心的化化合物.
- 在增强催化剂还原和控制基质中间体方面,性联体起着至关重要的作用.
- 这项研究通过对抗选择性基因交叉合来推进非对称合成.
相关概念视频
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
2.2K
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.
2.2K
Radical Reactivity: Overview
2.5K
Radicals, the highly reactive species, gain stability by undergoing three different reactions. The first reaction involves a radical-radical coupling, in which a radical combines with another radical, forming a spin‐paired molecule. The second reaction is between a radical and a spin‐paired molecule, generating a new radical and a new spin‐paired molecule. The third reaction is radical decomposition in a unimolecular reaction, forming a new radical and a spin‐paired...
2.5K
Radical Substitution: Allylic Bromination
6.1K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
6.1K
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
11.6K
The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
11.6K
Radical Anti-Markovnikov Addition to Alkenes: Mechanism
4.4K
The reaction of hydrogen bromide with alkenes in the presence of hydroperoxides or peroxides proceeds via anti-Markovnikov addition. The radical chain reaction comprises initiation, propagation, and termination steps.
The mechanism starts with chain initiation, which involves two steps. In the first chain initiation step, a weak peroxide bond is homolytically cleaved upon mild heating to form two alkoxy radicals. In the second initiation step, a hydrogen atom is abstracted by the alkoxy...
The mechanism starts with chain initiation, which involves two steps. In the first chain initiation step, a weak peroxide bond is homolytically cleaved upon mild heating to form two alkoxy radicals. In the second initiation step, a hydrogen atom is abstracted by the alkoxy...
4.4K
Radical Anti-Markovnikov Addition to Alkenes: Overview
3.8K
The addition of hydrogen bromide to alkenes in the presence of hydroperoxides or peroxides proceeds via an anti-Markovnikov pathway and yields alkyl bromides.
3.8K
![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)

![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)