Warren Center for Neuroscience Drug Discovery and Department of Pharmacology, Vanderbilt University, Nashville, Tennessee 37232, United States.
Org Lett. 2024 Oct 25;26(42):9028-9033. doi: 10.1021/acs.orglett.4c03227. Epub 2024 Oct 10.
The first syntheses of the natural products alpinidinoid C and officinine B are reported. These unusual dimeric diarylheptanoids were accessed from a 3-substituted pyridine intermediate via a blue-light-mediated, triple-Minisci-type alkylation. Very few reports utilize -(acyloxy)phthalimides (NAPs) in the construction of natural products, and the syntheses reported herein highlight the power of this methodology toward the orthogonal construction of highly substituted arenes.
首次报道了天然产物 alpinidinoid C 和 officinine B 的全合成。这些不寻常的二聚二芳基庚烷类化合物是通过蓝光介导的三 Minisci 型烷基化反应,从 3-取代吡啶中间体获得的。很少有报道利用 -(acyloxy)phthalimides (NAPs) 构建天然产物,本文报道的合成方法突出了该方法在构建高取代芳烃方面的强大功能。