Mont Nuria, Mehta Vaibhav Pravinchandra, Appukkuttan Prasad, Beryozkina Tetyana, Toppet Suzzane, Van Hecke Kristof, Van Meervelt Luc, Voet Arnout, DeMaeyer Marc, Van der Eycken Erik
Laboratory for Organic & Microwave-Assisted Chemistry, Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, B-3001, Heverlee, Leuven, Belgium.
J Org Chem. 2008 Oct 3;73(19):7509-16. doi: 10.1021/jo801290j. Epub 2008 Aug 28.
A novel microwave-assisted, highly efficient protocol for the synthesis of hitherto unknown aza-analogues of (-)-Steganacin, a naturally occurring bisbenzocyclooctadiene lignan lactone with potent antileukemic and tubulin polymerization inhibitory activity, has been developed. Focused microwave irradiation is demonstrated to be highly beneficial in promoting the three crucial steps of the sequence to effect the final ring closure: the Suzuki-Miyaura reaction, Cu-mediated A3-coupling, as well as the intramolecular Huisgen 1,3-dipolar cycloaddition.
已开发出一种新型微波辅助高效合成方法，用于合成迄今为止未知的（-）-斯替加那辛氮杂类似物，（-）-斯替加那辛是一种天然存在的双苯并环辛二烯木脂素内酯，具有强大的抗白血病和抑制微管蛋白聚合活性。聚焦微波辐射被证明在促进该序列的三个关键步骤以实现最终闭环方面非常有益：铃木-宫浦反应、铜介导的A3偶联以及分子内惠斯根1,3-偶极环加成反应。
