通过激素和韦克斯合反应实现的巴特拉霍毒素的正式总合成
Yuuki Watanabe1, Komei Sakata1, Daisuke Urabe1
1Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
The Journal of organic chemistry
|December 5, 2023
概括
科学家们通过一种新的基于激素的策略,实现了来自毒箭青的类固醇类化合物巴特拉赫托克辛的总合成. 这种28步合成为这个复杂的分子提供了一条新的途径.
科学领域:
- 有机化学 有机化学
- 自然产品的合成自然产品的合成
背景情况:
- 巴特拉科毒素 (1) 是一种强大的类固醇化物,从哥伦比亚毒箭青中分离出来.
- 该分子具有复杂的6/6/6/5条组成的碳循环核心 (ABCD环),具有多种功能.
研究的目的:
- 开发一种基于激素的新融合策略,用于巴特拉毒素的总合成 (1).
- 为了高效地构建复杂的ABCD环系统的巴特拉毒素.
主要方法:
- 一种融合策略,涉及合成AB环和D环碎片.
- Et3B/O2介导的基结合用于碎片链接.
- 用Pd/Ni促进的维克斯合器用于C环循环.
- 立体选择性脱碳氧化化,用于安装一个关键的基组.
主要成果:
- 成功完成了28个步骤的巴特拉毒素总合成 (1).
- 在ABCD环系统的高效施工.
- 一个关键基基的立体选择性安装.
结论:
- 开发的基于基因的策略提供了一个有效和融合的路径,以巴特拉毒素.
- 这种合成为获得复杂的类固醇类化合物及其类似物提供了一条有价值的途径.
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