Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo 171-8588, Japan.
Org Lett. 2012 Mar 16;14(6):1436-9. doi: 10.1021/ol300180w. Epub 2012 Mar 5.
An expeditious route to furnish an isoquinoline skeleton via hydride shift mediated C-H bond functionalization was developed. In this process, an unusual [1,5]-H shift without the assistance of the adjacent heteroatom took place to produce tetrahydroisoquinoline derivatives in good to excellent chemical yields. The formal synthesis of (±)-tetrahydropalmatine was achieved by exploiting this new transformation.
通过氢化物转移介导的 C-H 键功能化，开发了一种快速构建异喹啉骨架的方法。在这个过程中，发生了一种不寻常的[1,5]-H 迁移，无需相邻杂原子的协助，以良好至优秀的化学收率生成四氢异喹啉衍生物。通过利用这种新的转化，实现了（±）-四氢巴马汀的形式合成。
