Universidad de Alcalá, Departamento de Química Orgánica y Química Inorgánica,, Alcalá de Henares 28805, Spain.
Instituto de Investigación Química Andrés Manuel del Río (IQAR), Universidad de Alcalá, Alcalá de Henares 28805, Spain.
Org Lett. 2021 Aug 6;23(15):6174-6178. doi: 10.1021/acs.orglett.1c02420. Epub 2021 Jul 28.
A copper-catalyzed enantioselective cyclopropanation involving trifluorodiazoethane in the presence of alkenyl boronates has been developed. This transformation enables the preparation of 2-substituted-3-(trifluoromethyl)cyclopropylboronates with high levels of stereocontrol. The products are valuable synthetic intermediates by transformation of the boronate group. This methodology can be applied to the synthesis of novel trifluoromethylated analogues of -2-arylcyclopropylamines, which are prevalent motifs in biologically active compounds.
发展了一种在铜催化下、三氟重氮乙烷和烯基硼酸酯参与的对映选择性环丙烷化反应。这种转化可以制备具有高立体控制的 2-取代-3-(三氟甲基)环丙基硼酸酯。通过硼酸酯基团的转化，这些产物是有价值的合成中间体。该方法可应用于-2-芳基环丙基胺的新型三氟甲基类似物的合成，这些类似物是生物活性化合物中常见的结构基序。
