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Synthesis of Borylated Carbocycles by [2 + 2]-Cycloadditions and Photo-Ene Reactions
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2024-03-27 , DOI: 10.1021/jacs.4c01557
Jarett M. Posz 1 , Neetu Sharma 1 , Paige A. Royalty 1 , Yanyao Liu 1 , Christophe Salome 2 , Thomas C. Fessard 2 , M. Kevin Brown 1
Affiliation  

Saturated bicyclic compounds make up a valuable class of building blocks in the development of agrochemicals and pharmaceuticals. Here, we present the synthesis of borylated bicyclo[2.1.1]hexanes via crossed [2 + 2]-cycloaddition. Due to the presence of the C–B bond, a variety of structures can be easily prepared that are not accessible by other methods. Moreover, a rare photo-ene reaction is also disclosed, allowing for the diastereoselective synthesis of trisubstituted borylated cyclopentanes.

中文翻译:

[2 + 2]-环加成和光烯反应合成硼化碳环

饱和双环化合物是农用化学品和药品开发中一类有价值的构建模块。在这里,我们介绍了通过交叉[2 + 2]-环加成合成硼酸化双环[2.1.1]己烷。由于 C-B 键的存在,可以轻松制备其他方法无法获得的各种结构。此外,还公开了一种罕见的光烯反应,允许非对映选择性合成三取代的硼基化环戊烷。
更新日期:2024-03-27
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