Molander G A, Quirmbach M S, Silva L F, Spencer K C, Balsells J
Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.
Org Lett. 2001 Jul 26;3(15):2257-60. doi: 10.1021/ol015763l.
[reaction: see text] An annulative approach toward the total synthesis of the sesterterpenoid variecolin (1) is presented. Synthesis of the key hemiketal, containing the core ABC ring skeleton, has been achieved on a model system by an expeditious route utilizing samarium(II) iodide. Furthermore, enantioselective syntheses of component fragments for the total synthesis have been developed.
[反应:见正文] 本文介绍了一种对倍半萜类化合物variocolin(1)进行全合成的环化方法。通过使用碘化钐的快速路线,在模型体系上实现了含有核心ABC环骨架的关键半缩酮的合成。此外,还开发了用于全合成的各组分片段的对映选择性合成方法。