奇拉环基化脊髓:实用合成,体发育和不对称催化
Zhiyao Zheng1, Yuxi Cao1,2, Qinglei Chong1,3
1State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis , Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , China.
Journal of the American Chemical Society
|July 24, 2018
概括
一种新的,易于对循环结合的脊髓体的选择性合成,可以获得新奇的性配体. 这些配体在不对称催化中表现出色,与已建立的特权配体相匹配.
科学领域:
- 有机化学
- 不对称的催化
- 连接体设计
背景情况:
- 1,1'-Spirobiindane 是一种特殊的基架,用于性联体的发展.
- 目前用于合成纯聚胺的方法繁,限制了实际应用.
研究的目的:
- 开发一种易于和可扩展的循环合脊髓蛋白合成.
- 合成来自这些脊柱体的新奇合体.
- 评估这些新配体在不对称反应中的催化性能.
主要方法:
- 对α,α'-bis (arylidene) 基进行催化.
- 化基的TiCl4促进的不对称螺旋化.
- 一个,可扩展的合成和衍生物化为胺和胺联体.
主要成果:
- 在循环基化脊柱体中获得高产量和优异的立体选择性 (>99% ee).
- 通过25克尺度生产一个关键中间体来证明可扩展的合成.
- 衍生联体显示出优异的催化活性,与已确定的螺旋联体在化,化和 [2+2] 反应中相当.
结论:
- 已经建立了一条实用且可扩展的循环结合脊髓菌根的途径.
- 从这种支架中获得的新型性联体在各种不对称转换中表现出高的催化效率.
- 这项工作有助于在催化和功能分子开发中更广泛地应用易于获得的螺旋衍生物.
相关概念视频
Catalysis
30.6K
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.
30.6K
Ligand Binding and Linkage
5.6K
Allosteric proteins have more than one ligand binding site; the binding of a ligand to any of these sites influences the binding of ligands to the other sites. When a protein is allosteric, its binding sites are called coupled or linked. In the case of enzymes, the site that binds to the substrate is known as the active site and the other site is known as the regulatory site. When a ligand binds to the regulatory site, this leads to conformational changes in the protein that can influence...
5.6K
Chirality
29.6K
Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
29.6K
Reclosers and Fuses
483
Automatic circuit reclosers enhance the protection of distribution circuits by interrupting and auto-reclosing an AC circuit according to a preset sequence. They effectively manage temporary faults on overhead distribution lines, often caused by tree limbs or wildlife, by briefly disrupting service to improve overall reliability. However, contact with reclosers or energized broken conductors on the ground can pose serious hazards.
A comprehensive protection scheme for radial distribution...
A comprehensive protection scheme for radial distribution...
483
Chirality in Nature
17.3K
Chirality is the most intriguing yet essential facet of nature, governing life’s biochemical processes and precision. It can be observed from a snail shell pattern in a macroscopic world to an amino acid, the minutest building block of life. Most of the snails around the world have right-coiled shells because of the intrinsic chirality in their genes. All the amino acids present in the human body exist in an enantiomerically pure state, except for glycine - the sole achiral amino acid.
17.3K
Ligand Binding Sites
15.1K
Proteins are dynamic macromolecules that carry out a wide variety of essential processes; however, the activities of most proteins depend on their interactions with other molecules or ions, known as ligands.
Protein-ligand interactions are quite specific; even though numerous potential ligands surround a cellular protein at any given time, only a particular ligand can bind to that protein. Moreover, a ligand binds only to a dedicated area on the surface of the protein, known as the...
Protein-ligand interactions are quite specific; even though numerous potential ligands surround a cellular protein at any given time, only a particular ligand can bind to that protein. Moreover, a ligand binds only to a dedicated area on the surface of the protein, known as the...
15.1K


