Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
J Am Chem Soc. 2012 Jan 18;134(2):893-6. doi: 10.1021/ja2108307. Epub 2011 Dec 23.
The first total synthesis of halichondrin C has been completed, highlighted by development of the synthetic method to construct the C8-C14 polycycle. Cr-mediated coupling reactions are used seven times to form a new C-C bond. The acid stability of halichondrin C is studied, demonstrating that the macrolactone stabilizes the C8-C14 polycycle, relative to the one present in the C1-C16 model.
已完成卤虫内酯 C 的首次全合成,其突出特点是开发了构建 C8-C14 多环的合成方法。通过使用 7 次铬介导的偶联反应形成新的 C-C 键。对卤虫内酯 C 的酸稳定性进行了研究,结果表明,大环内酯稳定了 C8-C14 多环,与 C1-C16 模型中的多环相比。