通过[2 + 2]环加成反应和光烯反应合成硼化碳环化合物。
Synthesis of Borylated Carbocycles by [2 + 2]-Cycloadditions and Photo-Ene Reactions.
作者信息
Posz Jarett M, Sharma Neetu, Royalty Paige A, Liu Yanyao, Salome Christophe, Fessard Thomas C, Brown M Kevin
机构信息
Department of Chemistry, Indiana University, 800 E. Kirkwood Avenue, Bloomington, Indiana 47405, United States.
SpiroChem AG, Rosental Area, WRO-1047-3, Mattenstrasse 22, Basel 4058, Switzerland.
出版信息
J Am Chem Soc. 2024 Apr 10;146(14):10142-10149. doi: 10.1021/jacs.4c01557. Epub 2024 Mar 27.
Abstract
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.
摘要
饱和双环化合物是农用化学品和药物开发中一类有价值的结构单元。在此，我们报道了通过交叉[2 + 2]环加成反应合成硼化双环[2.1.1]己烷。由于存在碳 - 硼键，可以轻松制备出多种通过其他方法无法获得的结构。此外，还公开了一种罕见的光烯反应，可实现三取代硼化环戊烷的非对映选择性合成。
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