骨架编辑Isoindolines到Tetralins的骨架编辑
Bowei Huang1, Jiaqi Zou1, Saizhou Wang1
1State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.
Chemistry (Weinheim an der Bergstrasse, Germany)
|February 25, 2025
概括
一种新的骨编辑策略使用N原子去除和迪尔斯-阿尔德反应将异印林转化为四林. 这种多功能方法有效合成复杂的分子,包括天然产品和螺旋环系统.
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:
- 异因多林和四林是药品和天然产品中重要的结构图案.
- 高效的合成路径到四素,特别是复杂的衍生物,是非常受欢迎的.
研究的目的:
- 开发一种新的骨编辑策略,用于将异因多林转化为四林.
- 为了证明这种新合成方法的广泛适用性和效率.
主要方法:
- 一个级联反应,涉及N原子去除异印多林的解构.
- 在现场生成o-quinodimethanes,然后用激活的基因进行Diels-Alder反应.
主要成果:
- 该策略成功地将异因多林转化为具有广泛基质范围的四林.
- 获得了高产量和优秀的立体选择性.
- 该方法应用于复杂的生物活性化合物,天然产品和具有挑战性的螺旋环和桥梁系统的合成.
结论:
- 提出的骨编辑策略提供了一条通用和高效的路线到四素.
- 这种方法对复杂有机分子的合成和药物发现具有重大潜力.
相关概念视频
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
4.6K
Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
4.6K
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
2.6K
The Cope rearrangement is classified as a [3,3] sigmatropic shift in 1,5-dienes, leading to a more stable, isomeric 1,5-diene. The reaction involves a concerted movement of six electrons, four from two π bonds and two from a σ bond, via an energetically favorable chair-like transition state.
2.6K
Stereoisomerism of Cyclic Compounds
8.7K
In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
8.7K
Disubstituted Cyclohexanes: cis-trans Isomerism
11.7K
Depending upon the different spatial orientation of the substituents, the disubstituted cycloalkanes exhibit two types of stereoisomers. The cis isomers have the substituents on the same side of the ring, whereas the trans isomers have the substituents on the opposite sides. These stereoisomers exhibit different physical properties and cannot be interconverted without breaking the carbon-carbon bonds.
In cyclohexane, the substituents can occupy different positions generating distinct isomers....
In cyclohexane, the substituents can occupy different positions generating distinct isomers....
11.7K
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
3.7K
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.
3.7K
Structural Isomerism
19.1K
Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can...
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can...
19.1K

![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
