基于轴性性烯的器官催化剂及其在不对称级联迈克尔/循环反应中的应用
Yu Hao1, Zi-Hao Li1, Zhi-Gang Ma1
1Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University Shanghai 200240 P. R. China zhangsy16@sjtu.edu.cn.
一种新型的有机催化剂通过迈克尔/循环反应有效地合成复杂的螺旋氧indoles. 这种性催化剂通过π-π相互作用和键来实现高产量和选择性.
科学领域:
- 有机化学 有机化学
- 不对称的催化剂.
- 药用化学 医学化学
背景情况:
- 螺旋氧醇是药物化学中的特权支架.
- 能有效地合成基纯度的螺旋氧indoles 仍然是一个挑战.
- 轴性性器官催化剂为非对称合成提供了一个有前途的途径.
研究的目的:
- 设计和合成一种基于烯的新型轴性性器官催化剂.
- 为了开发一种温和的级联反应,密集替代的螺旋氧化.
- 阐明催化过程中的立体决定因素.
主要方法:
- 合成了一种基于烯的新型轴性性器官催化剂,其中包含一个醇环.
- 在级联迈克尔/循环反应中应用有机催化剂.
- 使用X射线结晶学和DFT计算对产品的表征.
主要成果:
- 成功合成了各种各样的密度替代的螺旋氧indoles.
- 在温和条件下实现的高转化率和优异的反选择性.
- 确定控制立体选择性的关键非共价相互作用 (π-π 堆叠,H 键).
结论:
- 设计的有机催化剂是有效的spirooxindoles的不对称合成.
- 级联反应为复杂的性分子提供了一条有效的途径.
- 了解催化机制有助于设计未来的立体选择性转换.
更多相关视频
06:31Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
Published on: November 27, 2015
09:14Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
相关概念视频
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Radical Anti-Markovnikov Addition to Alkenes: Overview
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
