素结合辅助NHC催化 (动态) 动力学分辨率用于异构二基的选择性合成
Shao-Jie Wang1, Li-Rong Jiang1, He Wang1
1Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi'an 710127, P. R. China.
这项研究引入了一种使用素结合和N-异环碳素 (NHC) 催化合成奇拉分子的新方法. 这种高效的工艺产生了高度选择性的轴性性诺林.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 基质合成 基质合成 基质合成
背景情况:
- 轴性性异构是药品和材料科学中重要的结构动图.
- 开发这些化合物的高效和enantioselective合成方法仍然是一个挑战.
- N-异环碳 (NHCs) 是有机合成中的多功能催化剂.
研究的目的:
- 开发一种新的基键辅助的N-异环碳素 (NHC) 催化策略,用于合成轴性性异环碳素.
- 为了在制备这些性化合物时获得高产量和优异的酶选择性.
- 阐明催化反应的机制,强调素结合的作用.
主要方法:
- 使用N-异环碳素 (NHC) 催化剂进行 (动态) 动力分辨率.
- 使用一种特定的基质,5--2-本甲,以促进素结合相互作用.
- 优化反应条件以获得高反体过量 (ee).
主要成果:
- 实现了一类轴性性诺林的高效合成.
- 仅使用3-5mol%的NHC催化剂,可以获得高达98% ee的优异酶选择活性.
- 机理学研究证实了涉及5--2-本甲的素结合相互作用的关键作用.
结论:
- 已经建立了一种新且高效的NHC催化动态分辨率策略,用于合成轴性性 heterobiaryl.
- 开发的方法可以获得具有高反净度的有价值的性诺林.
- 素结合被确定为这种催化系统成功的关键相互作用.
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
19:58Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
相关概念视频
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...
Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)
The reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between...
Nucleophilic Aromatic Substitution: Elimination–Addition
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...
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
