Smith Amos B, Razler Thomas M, Ciavarri Jeffrey P, Hirose Tomoyasu, Ishikawa Tomoyasu
Department of Chemistry, Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA.
Org Lett. 2005 Sep 29;7(20):4399-402. doi: 10.1021/ol051584i.
[structure: see text] A second generation total synthesis of the potent antitumor agent (+)-phorboxazole A (1) has been achieved. The cornerstone of this approach comprises a more convergent strategy, involving late-stage Stille union of a fully elaborated C(1-28) macrocycle with a C(29-46) side chain. The second generation synthesis entails the longest linear sequence of 24 steps, with an overall yield of 4.2%.
[结构:见正文] 强效抗肿瘤药物(+)-佛波醇酯A(1)的第二代全合成已完成。该方法的核心是一种更具汇聚性的策略,涉及一个完全构建好的C(1-28)大环与一个C(29-46)侧链的后期Stille偶联反应。第二代合成需要24步的最长线性序列,总产率为4.2%。