Synthesis of Borylated Carbocycles by [2+2]-Cycloadditions and Photo-Ene Reactions

Jarett M. Posz, Neetu Sharma, Paige A. Royalty,Yanyao Liu,Christophe Salome,Thomas C. Fessard,M. Kevin Brown

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY(2024)

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摘要
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.
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