相关实验视频
Updated: Jul 19, 2026

11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Pd(II) 催化非对称添加马龙酸盐到二化诺素
Naoki Sasamoto1, Christian Dubs, Yoshitaka Hamashima
1IMRAM, Tohoku University, Miyagi 980-8577, Japan.
Journal of the American Chemical Society
|October 26, 2006
概括
化复合物催化了对二异诺林的有效添加马隆酸盐,产生具有高产率和反选择性的光学活性四异诺林衍生物. 这种方法可以在温和的条件下合成各种替代化合物.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 不对称的合成方法
背景情况:
- 二化类素是重要的异环基架.
- 获得具有高反纯度的C1替代的四化诺衍生物在合成上具有挑战性.
研究的目的:
- 开发一种高效的催化不对称的添加 malonates 到二异诺林.
- 合成光学活性C1替代的四化诺衍生物.
主要方法:
- 作为催化剂,利用了性 (Palladium) 复合物.
- 采用马洛酸盐作为核和二化类作为电.
- 针对温和性和效率的反应条件优化,包括缓慢添加2,3-二-5,6-二-1,4-基 (DDQ),用于现场中间生成.
主要成果:
- 实现了高效的催化不对称添加马龙酸盐到二异诺林.
- 获得各种光学活性C1替代的四化诺衍生物,产量高达98%和97%的反体过剩 (ee).
- 演示了成功的脱添加反应,展示了基质的多功能性.
结论:
- 开发了一种强大而高效的方法,用于合成基丰富的四化类.
- 催化系统对具有多种替代模式的基板有效.
- 反应在温和条件下进行,反应时间短.
相关概念视频
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.
Preparation of Diols and Pinacol Rearrangement
Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Base-Catalyzed Aldol Addition Reaction
As depicted in Figure 1, base-catalyzed aldol addition involves adding two carbonyl compounds in aqueous sodium hydroxide to form a β-hydroxy carbonyl compound.
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.
Acid-Catalyzed Aldol Addition Reaction
The aldol reaction of a ketone under acidic conditions successfully forms an unsaturated carbonyl as the final product instead of an aldol. The acid-catalyzed aldol reaction is depicted in Figure 1.
Conjugate Addition of Enolates: Michael Addition
The attack of a nucleophile at the β carbon of an α,β-unsaturated carbonyl compound is called conjugate addition. Conjugate addition reactions of active methylene compounds, such as β-diketones, β-keto esters, β-keto nitriles, and α-nitro ketones, are called Michael addition reactions.

