Department of Chemistry, University of Minnesota-Twin Cities, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, USA.
Org Lett. 2011 Sep 2;13(17):4486-9. doi: 10.1021/ol201211f. Epub 2011 Jul 29.
A concise (12 step) total synthesis of sorbicillactone A and 9-epi-sorbicillactone A is reported. Unlike typical routes to the sorbicillinoids, this strategy does not start from sorbicillin and allows for the production of the bicyclic core on a multigram scale. The intramolecular conjugate addition of a tethered malonate serves as an effective means of introducing the lactone ring and provides a synthetic handle for installing the amide nitrogen.
报道了索比西内酯 A 和 9-表索比西内酯 A 的简洁（12 步）全合成。与典型的索比菌素合成路线不同，该策略不从索比菌素开始，并且允许在多克规模上生产双环核心。连接的丙二酸酯的分子内共轭加成是引入内酯环的有效手段，并为安装酰胺氮提供了合成手段。
