(+)-Phorboxazole A synthetic studies. A highly convergent, second generation total synthesis of (+)-phorboxazole A.

(+)-Phorboxazole A synthetic studies. A highly convergent, second generation total synthesis of (+)-phorboxazole A.
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DOI:
10.1021/ol051584i
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发表时间:
2005-09
期刊:
影响因子:
5.2
通讯作者:
Amos B. Smith;Thomas M. Razler;J. Ciavarri;T. Hirose;T. Ishikawa
Amos B. Smith;Thomas M. Razler;J. Ciavarri;T. Hirose;T. Ishikawa
中科院分区:
化学1区
文献类型:
--
作者:
Amos B. Smith;Thomas M. Razler;J. Ciavarri;T. Hirose;T. Ishikawa

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[结构:见正文] 已完成强效抗肿瘤剂(+)-福博沙唑A(1)的第二代全合成。该方法的核心是一种更具汇聚性的策略,包括在后期将一个完全构建好的C(1 - 28)大环与一个C(29 - 46)侧链通过施蒂勒偶联。第二代合成需要最长的线性步骤为24步,总产率为4.2%。
[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%.