A unified approach to the tedanolides: Total synthesis of (+)-13-deoxytedanolide
A unified approach to the tedanolides: Total synthesis of (+)-13-deoxytedanolide
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DOI：
10.1073/pnas.0402084101
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发表时间：
2004-08-17
影响因子：
11.1
通讯作者：
Degnan, AP
中科院分区：
文献类型：
--
作者：
Smith, AB;Adams, CM;Degnan, AP
本文报道了一种合成海洋抗肿瘤药物（+）-替丹诺（1）和（+）-13-脱氧替丹诺（2）的统一方法。合成策略的亮点包括开发多功能双官能二噻烷-乙烯基碘关键肽，非常规使用Evans-Tishchenko反应，以及后期高风险立体控制引入C（18，19）环氧化物以实现（+）-13-脱氧替丹酮的全合成（2）。
A unified approach for the construction of the potent marine antitumor agents (+)-tedanolide (1) and (+)-13-deoxytedanolide (2) is described. Highlights of the synthetic strategy include the development of a versatile bifunctional dithiane-vinyl iodide linchpin, the unorthodox use of the Evans-Tishchenko reaction, and a late-stage high-risk stereocontrolled introduction of the C(18,19) epoxide to achieve a total synthesis of (+)-13-deoxytedanolide (2).