相关实验视频

Updated: Jun 21, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

模块化,可扩展的拉帕尔宾的总合成与非正规的双链接

Jie Zhang¹, Longhui Yu¹, Hiroshige Ogawa¹

¹The Hong Kong University of Science and Technology (HKUST), Clear Water Bay, 999077, Hong Kong SAR, China.

Angewandte Chemie (International ed. in English)

|July 15, 2024

概括

研究人员开发了一种新的模块化合成,用于应力双链接,从而实现了拉帕尔宾的首次总合成. 这种多功能方法使用催化C-H化和拉洛克宏循环化用于广泛的应用.

科学领域:

有机化学有机化学
合成化学合成化学
药用化学医学化学

背景情况:

在有机合成中,构建高度紧张的双链是具有挑战性的.
具有有限旋转的基体在天然产品和药物发现中很重要.

研究的目的:

开发一种新的,可扩展的合成策略,用于创建紧张的atrop-Tyr C-6-to-Trp N-1'链接.
为了实现天然产品lapparbin.bin的第一个完整合成.
为了证明开发的方法对各种二结合的多功能性.

主要方法:

采用了一个模块化合成策略,涉及催化C-H arylation.
拉洛克宏循环化被用来形成应力环系统.
合成被优化为十克尺度执行.

主要成果:

成功开发了一种新的合成方法,用于Atrop-Tyr C-6-to-Trp N-1'链接.
使用这种策略,首次完成了拉帕尔宾 (1) 的总合成.
这种方法被证明是有效的,用于构建多样化的双链,包括非自然的.

结论:

开发的模块化合成提供了一个强大的和可扩展的途径,压力比亚化合物.
这种方法为复杂的天然产品和药品的合成开辟了新的途径.
在合成化学中,C-H arylation和Larock宏循环化策略具有广泛的适用性.

关键词:

在C−H arylation过程中.拉洛克的宏观循环化循环酸是循环酸的一种.帕拉催化剂的催化作用总合成总合成

更多相关视频

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds

Published on: October 15, 2019

相关概念视频

[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement

[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement

The Cope rearrangement is classified as a [3,3] sigmatropic shift in 1,5-dienes, leading to a more stable, isomeric 1,5-diene. The reaction involves a concerted movement of six electrons, four from two π bonds and two from a σ bond, via an energetically favorable chair-like transition state.

Cycloaddition Reactions: MO Requirements for Thermal Activation

Cycloaddition Reactions: MO Requirements for Thermal Activation

Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.

Cycloaddition Reactions: Overview

Cycloaddition Reactions: Overview

Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.