相关实验视频
Updated: Jul 21, 2025
![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)
05:15
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
6.9K
方便的合成协议用于多种功能化二二二 - 化螺旋 - - 二 - 二醇支架
Jing Sun1, Xueyan Liu1, Qiu Sun1
1College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China.
The Journal of organic chemistry
|July 27, 2023
概括
研究人员开发了一种新方法,使用莫里塔-贝利斯-希尔曼 (MBH) 碳酸盐和格式合成复杂的螺旋环化合物. 这种由基促进的反应允许选择性合成具有高 diastereoselectivity 的多种二二硫支架.
科学领域:
- 有机合成 有机合成
- 药用化学 医学化学
- 异环化学 异环化学
背景情况:
- 螺旋环化合物是药物化学中有价值的结构动图.
- 高效的合成路径到复杂的异环基架有很高的需求.
- 莫里塔 - 贝利斯 - 希尔曼 (MBH) adducts 为进一步的化学转换提供了多功能平台.
研究的目的:
- 开发一种新且高效的方法,用于合成多种功能化二二硫螺旋-二-二-二支架.
- 探索使用不同基质促进剂选择性合成的二聚二氧化物dispiro[indene-2,1'-cyclopenta[b]benzofuran-2',3''-indolines.
- 为了研究各种MBH添加物与2- ((o-氧乙烯) -1,3-二子的废除反应.
主要方法:
- 使用伊萨的莫里塔-贝利斯-希尔曼 (MBH) 碳酸盐,格式或马利米德的基质促进循环反应.
- 在基促进剂的存在下,与2- ((o-hydroxybenzylidene) -1,3-indanediones发生反应,例如1,4-diazabicyclo[2.2.2]octane (DABCO) 或4-dimethylaminopyridine (DMAP).
- 目标螺旋环化合物的选择性合成,包括二二和二[2',3':1,5]cyclopenta[1,2-c]pyrrole衍生物.
主要成果:
- 方便合成多种功能化二二硫螺旋-二-二醇支架的方便合成.
- 通过使用DABCO或DMAP选择性合成两种二聚二二氧化物dispiro[indene-2,1'-cyclopenta[b]benzofuran-2',3''-indolines].
- 在形成螺旋[cyclopropa[c]-1,2'-烯]-1',3'-二氧化物,dyspiro[indene-2,1'-cyclopenta[b]酸-2',3''-氨酸]和dyspiro[indene-2,5'-酸[2',3':1,5]cyclopenta[1,2-c]pyrrole-4',3''-氨酸]的过程中获得了高产量和高的二氧化物选择性.
结论:
- 开发的基质促进无效化策略为复杂的螺旋环异环化合物提供了一条有效的途径.
- 选择基促剂 (DABCO或DMAP) 允许选择性合成不同的二聚体产物.
- 这种方法为构建具有药物发现潜在应用的新型分子架构提供了一种多功能方法.
更多相关视频
相关概念视频
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
10.3K
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.
10.3K
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
3.9K
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.
3.9K
Diels–Alder Reaction: Characteristics of Dienes
4.2K
The Diels–Alder reaction brings together a diene and a dienophile to form a six-membered ring. Both components have unique characteristics that influence the rate of the reaction.
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is...
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is...
4.2K
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
4.7K
Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
4.7K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
10.4K
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.
10.4K
Structure of Conjugated Dienes
5.2K
Introduction
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
5.2K

