Gradutate School of Life Sciences, Tohoku University, 2-1-1 Katahira, Sendai 980-8577, Japan.
Org Lett. 2013 Aug 2;15(15):3970-3. doi: 10.1021/ol4017518. Epub 2013 Jul 22.
Total synthesis of the proposed structure of didemnaketal B has been accomplished. The C7-C21 spiroacetal domain was synthesized by exploiting our Suzuki-Miyaura coupling/spiroacetalization strategy. The C1-C7 acyclic domain was constructed via an Evans syn-aldol reaction and a vinylogous Mukaiyama aldol reaction. Finally, the C22-C28 side chain was introduced by means of a Nozaki-Hiyama-Kishi reaction. Comparison of the NMR spectroscopic data of our synthetic material with those of the authentic sample revealed that the proposed structure requires stereochemical reassignment.
didemnaketal B 的提议结构的全合成已经完成。C7-C21 螺缩醛结构域是通过利用我们的 Suzuki-Miyaura 偶联/螺缩醛化策略合成的。C1-C7 非环结构域是通过 Evans 顺式-羟醛反应和 vinylogous Mukaiyama 羟醛反应构建的。最后，通过 Nozaki-Hiyama-Kishi 反应引入 C22-C28 侧链。我们的合成材料的 NMR 光谱数据与真实样品的比较表明，提议的结构需要进行立体化学重新分配。
