期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 -, 期 -, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202314700
关键词
Cycloaddition; Energy Transfer; Photochemistry; Strain Release
This paper presents a new strategy for synthesizing 2-azanorbornane scaffolds and introduces a new strain-release reagent and photosensitized strain-release reaction. These methods can generate 2-azanorbornane scaffolds with good selectivity, which is significant for drug development.
Rigid bicycles are becoming more popular in the pharmaceutical industry because they allow for expansion to new and unique chemical spaces. This work describes a new strategy to construct 2-azanorbornanes, which can act as rigid piperidine/pyrrolidine scaffolds with well-defined exit vectors. To achieve the synthesis of 2-azanorbornanes, new strain-release reagent, azahousane, is introduced along with its photosensitized strain-release formal cycloaddition with alkenes. Furthermore, new reactivity between a housane and an imine is disclosed. Both strategies lead to various substituted 2-azanorbornanes with good selectivities. Strategies to prepare 2-azanorbornanes by photochemical strain-release formal cycloadditions is presented. The method involves the combination of azahousanes or housanes with alkenes or imines, respectively. The 2-azanorbornanes have defined exit vectors and represent new building blocks to enable drug development. The synthetic utilty of the products is also demonstrated.image
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据