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β-Dicarbonyl Compounds via Crossed Claisen Condensations01:18

β-Dicarbonyl Compounds via Crossed Claisen Condensations

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.
2° Amines to N-Nitrosamines: Reaction with NaNO201:20

2° Amines to N-Nitrosamines: Reaction with NaNO2

Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
Anionic Chain-Growth Polymerization: Overview01:20

Anionic Chain-Growth Polymerization: Overview

The polymerization process that involves carbanion as an intermediate is called anionic polymerization. It is also a type of addition or chain-growth polymerization. Anionic polymerization gets initiated by a strong nucleophile such as an organolithium or a Grignard reagent. The most commonly used initiator for anionic polymerization is butyl lithium. Monomers involved in anionic polymerization must possess a vinyl group bonded to one or two electron-withdrawing groups. For instance,...
Anionic Chain-Growth Polymerization: Mechanism01:04

Anionic Chain-Growth Polymerization: Mechanism

The mechanism for anionic chain-growth polymerization involves initiation, propagation, and termination steps. In the initiation step, a nucleophilic anion, such as butyl lithium, initiates the polymerization process by attacking the π bond of the vinylic monomer. As a result, a carbanion, stabilized by the electron‐withdrawing group, is generated. The resulting carbanion acts as a Michael donor in the propagation step and attacks the second vinylic monomer, which acts as a Michael acceptor.
Cationic Chain-Growth Polymerization: Mechanism00:57

Cationic Chain-Growth Polymerization: Mechanism

The cationic polymerization mechanism consists of three steps: initiation, propagation, and termination. In the initiation step of the polymerization process, the π bond of a monomer gets protonated by the Lewis acid catalyst, which is formed from boron trifluoride and water. The protonation of the π bond generates a carbocation stabilized by the electron‐donating group. In the propagation step, the π bond of the second monomer acts as a nucleophile and attacks the generated carbocation,...
Ziegler–Natta Chain-Growth Polymerization: Overview01:17

Ziegler–Natta Chain-Growth Polymerization: Overview

Ziegler–Natta polymerization is another form of addition or chain‐growth polymerization used for synthesizing linear polymers over branched polymers. The catalyst used for polymerization is the Ziegler–Natta catalyst, named after Karl Ziegler and Giulio Natta, who developed it in 1953. This catalyst is an organometallic complex of titanium tetrachloride and triethyl aluminum, with the active form of the catalyst being an alkyl titanium compound. Using the Ziegler–Natta catalyst, high molecular...

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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

在固态阶段合成β-曼诺化物.

David Crich1, Mark Smith

  • 1Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA. dcrich@uic.edu

Journal of the American Chemical Society
|July 26, 2002
PubMed
概括

这项研究描述了一种新方法,用于合成复杂碳水化合物,使用聚合物支持的曼诺西尔供体. 这种方法产生了具有高效率和二聚体选择性的异构纯曼诺.

科学领域:

  • 碳水化合物化学 碳水化合物化学
  • 有机合成 有机合成
  • 聚合物化学 聚合物化学

背景情况:

  • 复杂碳水化合物的高效合成对于糖生物学至关重要.
  • 开发强大的和可扩展的糖基化方法仍然是一个挑战.
  • 聚合物支持的合成在净化和试剂回收方面具有优势.

研究的目的:

  • 开发一种新的聚合物支持的甘化策略,用于曼诺衍生物.
  • 为了达到异构纯β-D-曼诺皮拉诺化物.
  • 为了证明该方法与各种糖受体的多功能性.

主要方法:

  • S-phenyl 2,3-di-O-benzyl-alpha-D-thiomannopyranoside 在一个交联的聚乙烯支架上被固定.
  • 聚合物支持的曼诺西尔供体激活,使用1 - 硫尼尔皮佩里丁和三甲硫化.
  • 在低温下进行糖化,然后从树脂中分离.

主要成果:

  • 在极好的产量中获得了异构纯的2,3-di-O-基-β-D-mannopyranosides.
  • 在合反应中实现了高立体选择性.
  • 与初级,二级和三级甘氨酸受体的成功合,包括碳水化合物和氨酸衍生物.

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Fabrication and Characterization of Layer-By-Layer Janus Base Nano-Matrix to Promote Cartilage Regeneration
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Fabrication and Characterization of Layer-By-Layer Janus Base Nano-Matrix to Promote Cartilage Regeneration

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结论:

  • 描述的聚合物支持方法提供了一个有效的途径,以β-D-mannopyranosides.
  • 这一策略适用于广泛的糖受体.
  • 该方法对合成复杂的葡萄糖合物具有前景.