新的修改α-环氧化的方法
Bilge Deniz Özcan1, Morten Lang Zimmermann1, Mingzhe Ren1
1Department of Chemistry, University of Copenhagen, Universitetsparken 5, 2100 København Ø, Denmark. bols@chem.ku.dk.
Organic & biomolecular chemistry
|August 22, 2024
概括
环氧是基于碳水化合物的多功能分子,广泛用于各种应用. 本综述详细介绍了当前合成修改alpha-cyclodextrins的方法,包括直接和保护/解除保护的策略.
科学领域:
- 超分子化学 超分子化学
- 有机合成 有机合成
- 材料科学 材料科学 材料科学
背景情况:
- 循环德克斯是古老的超分子宿主,在各种领域具有持久的受欢迎程度.
- 它们的广泛使用源于可用性,生物降解性,水溶性和碳水化合物来源.
- 合成修改对于为先进应用量身定制循环素至关重要.
研究的目的:
- 审查对alpha-cyclodextrin的最先进的合成修饰方法.
- 涵盖直接修改技术和涉及保护/解除保护策略的技术.
主要方法:
- 对未受保护的alpha-cyclodextrin进行直接修改技术的审查.
- 对区域选择性修改的保护/解除保护策略的分析.
- 讨论连接器,功能组,盖子和桥梁的连接方法.
主要成果:
- 对当前的合成路径进行alpha-cyclodextrin修饰的全面概述.
- 突出了循环德克斯特林化学的多功能性和适应性.
- 确定了创建复杂环氧德克斯衍生物的关键方法.
结论:
- 合成修饰对于释放环氧的全部潜力至关重要.
- 审查的方法为设计基于循环烯的新型材料和系统提供了基础.
- 修饰技术的进步继续扩大环氧的应用.
相关概念视频
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
2.1K
Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).
2.1K
Cycloaddition Reactions: Overview
2.5K
Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
2.5K
Aldol Condensation vs Claisen Condensation
5.8K
Aldol condensation is an acid or base-catalyzed condensation between aldehydes or ketones to give an α,ꞵ-unsaturated carbonyl compound. A base-promoted condensation between ester molecules to produce a ꞵ-ketoester is known as the Claisen condensation. In the presence of a base, both reactions involve deprotonation of the acidic α hydrogen to produce the corresponding enolates. The nucleophilic enolates attack their respective nonenolized carbonyl compound forming a tetrahedral...
5.8K
β-Dicarbonyl Compounds via Crossed Claisen Condensations
3.1K
Crossed Claisen condensations are base-promoted reactions between two different ester molecules producing β-dicarbonyl compounds. The reaction involving esters, with both containing α hydrogen, results in a mixture of four different products that are difficult to isolate. This reduces the synthetic utility of the reaction.
3.1K
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones
3.7K
By replacing an α-hydrogen with a halogen, acid-catalyzed α-halogenation of aldehydes or ketones yields a monohalogenated product
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
3.7K
Intramolecular Claisen Condensation of Dicarboxylic Esters: Dieckmann Cyclization
2.3K
Dieckmann cyclization is an intramolecular Claisen condensation of diesters. The reaction occurs in the presence of a base and generates a cyclic β-ketoester as the final product. Commonly, 1, 6 and 1, 7-diesters are preferred substrates for the reaction since the generated five, and six-membered cyclic β-keto esters are particularly more stable.
2.3K


