用化进行结相转移催化:β-胺的选择性合成
Gabriele Pupo1, Anna Chiara Vicini1, David M H Ascough1
1Chemistry Research Laboratory, University of Oxford , 12 Mansfield Road , Oxford OX1 3TA , United Kingdom.
Journal of the American Chemical Society
|January 29, 2019
概括
化 (KF) 现在是不对称化的一种可行的试剂. 一种新的结相转移催化方法可以使用KF来高效合成有价值的β-胺.
科学领域:
- 有机化学
- 不对称的合成
- 化化学
背景情况:
- 化 (KF) 是一种安全,廉价的化剂.
- 由于KF的可溶性和反应性控制较差,因此无法在不对称合成中使用.
- 开发高效的非对称C-F债券形成策略至关重要.
研究的目的:
- 开发一种使用化进行非对称化的新方法.
- 克服KF在有机溶剂中的溶解性和反应性问题.
- 合成具有高产量和反选择性的有价值的β-胺.
主要方法:
- 使用KF的结相转移催化.
- 采用了一种性N-乙基二尿素催化剂来溶解KF.
- 形成了三协调的尿素复合物以反应.
- 将反应缩放到50g,以获得二的合成.
主要成果:
- 获得高产量和对β-胺的反选择性.
- 在相转移催化中证明了合双尿素催化剂的有效性.
- 在大规模上成功合成富含的二.
- 展示了催化剂的可回收性和低负载 (0.5%).
结论:
- 使用KF的结相转移催化是一种有效的非对称化策略.
- 这种方法可以在温和可扩展的条件下获取有价值的β-胺.
- 开发的方法提供了一种实用且高效的方法来对抗选择性C-F键形成.
更多相关视频
19:58Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
10.2K
09:5718F-Labeling of Radiotracers Functionalized with a Silicon Fluoride Acceptor SiFA for Positron Emission Tomography
Published on: January 11, 2020
8.1K
相关概念视频
Hydrogen Bonds
133.0K
Hydrogen bonds are weak attractions between atoms that have formed other chemical bonds. One of these atoms is electronegative, like oxygen, and has a partial negative charge. The other is a hydrogen atom that has bonded with another electronegative atom and has a partial positive charge.
Hydrogen Bonds Control the World!
Because hydrogen has very weak electronegativity when it binds with a strongly electronegative atom, such as oxygen or nitrogen, electrons in the bond are unequally shared....
Hydrogen Bonds Control the World!
Because hydrogen has very weak electronegativity when it binds with a strongly electronegative atom, such as oxygen or nitrogen, electrons in the bond are unequally shared....
133.0K
Hydrogen Bonds
14.0K
A hydrogen bond is formed when a weakly positive hydrogen atom already bonded to one electronegative atom (for example, the oxygen in the water molecule) is attracted to another electronegative atom from another polar molecule, such as water (H2O), hydrogen fluoride (HF), or ammonia (NH3). The huge electronegativity difference between the H atom (2.1) and the atom to which it is bonded (4.0 for an F atom, 3.5 for an O atom, or 3.0 for an N atom), combined with the very small size of an H atom...
14.0K
Catalysis
30.4K
The presence of a catalyst affects the rate of a chemical reaction. A catalyst is a substance that can increase the reaction rate without being consumed during the process. A basic comprehension of a catalysts’ role during chemical reactions can be understood from the concept of reaction mechanisms and energy diagrams.
30.4K
Ionic Bonding and Electron Transfer
49.1K
Ions are atoms or molecules bearing an electrical charge. A cation (a positive ion) forms when a neutral atom loses one or more electrons from its valence shell, and an anion (a negative ion) forms when a neutral atom gains one or more electrons in its valence shell. Compounds composed of ions are called ionic compounds (or salts), and their constituent ions are held together by ionic bonds: electrostatic forces of attraction between oppositely charged cations and anions.
49.1K
Bond Polarity, Dipole Moment, and Percent Ionic Character
35.5K
Bond Polarity
35.5K
Transfer RNA Synthesis
13.3K
One of the unique features of tRNA is the presence of modified bases. In some tRNAs, modified bases account for nearly 20% of the total bases in the molecule. Altogether, these unusual bases protect the tRNA from enzymatic degradation by RNases.
Each of these chemical modifications is carried by a specific enzyme, post-transcription. All of these enzymes have unique base and site-specificity. Methylation, the most common chemical modification, is carried by at least nine different enzymes, with...
Each of these chemical modifications is carried by a specific enzyme, post-transcription. All of these enzymes have unique base and site-specificity. Methylation, the most common chemical modification, is carried by at least nine different enzymes, with...
13.3K
