Pfaffenbach Magnus, Gaich Tanja
Institute of Organic Chemistry, Leibniz University of Hannover, Schneiderberg 1b, 30167 Hannover (Germany).
Chemistry. 2015 Apr 20;21(17):6355-7. doi: 10.1002/chem.201500656. Epub 2015 Mar 11.
A protecting-group-free and enantioselective total synthesis of the monoterpenoid indole alkaloid (-)-leuconoxine was accomplished. The key step comprises a novel photoinduced domino macrocyclization/transannular cyclization involving the Witkop cyclization, for which additional mechanistic evidence is provided. This process furnishes a diaza[5.5.6.6]fenestrane skeleton, which is a hitherto unprecedented structure element.
实现了单萜吲哚生物碱（-）-亮氨诺辛的无保护基对映选择性全合成。关键步骤包括一个涉及维特科普环化的新型光诱导多米诺大环化/跨环环化反应，并为此提供了额外的机理证据。该过程产生了一个二氮杂[5.5.6.6]窗烷骨架，这是一个前所未有的结构单元。
