Institute for Organic Chemistry, Gottfried Wilhelm Leibniz Universität Hannover, Schneiderberg 1B, 30167, Hannover, Germany.
Centre of Biomolecular Drug Research (BMWZ), Gottfried Wilhelm Leibniz Universität Hannover, Schneiderberg 38, 30167, Hannover, Germany.
Chemistry. 2021 Jan 21;27(5):1615-1619. doi: 10.1002/chem.202004847. Epub 2020 Dec 22.
The first total synthesis of halioxepine is accomplished using a 1,4-addition for constructing the quaternary center at C10 and a halo etherification for the generation of the tertiary ether at C7. The correct structure of halioxepine was determined by assembling different enantiomeric building blocks and by changing the relative configuration between C10 and C15.
首次采用 1,4-加成反应构建 C10 位的季碳原子以及卤代醚化反应构建 C7 位的叔醚键完成了海利欧辛的全合成。通过组装不同的对映体砌块以及改变 C10 和 C15 之间的相对构型,确定了海利欧辛的正确结构。