(±) -Baphicacanthcusine A的总合成是通过连续的环收缩来实现的
Paul P Sinclair1, Richmond Sarpong1
1Department of Chemistry, University of California, Berkeley, Berkeley, California, 94720, United States.
Angewandte Chemie (International ed. in English)
|July 12, 2024
概括
这项研究报告了第一个Baphicacanthcusine A的总合成,这是一个复杂的自然产品. 这种新的合成方法采用了二聚体选择方法来创建伪氧基结构,为相关的类化合物合成铺平了道路.
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
- 药用化学 医学化学
背景情况:
- 巴菲卡康特库辛A是一种具有潜在生物活性的多类伪氧天然产品.
- 巴菲卡康库辛A的复杂结构构成了重要的合成挑战.
- 以前的合成努力还没有实现这种化合物的总合成.
研究的目的:
- 为了实现第一个巴菲卡库辛A的全合成,A.
- 开发新型合成方法,用于构建聚伪氧类化合物.
- 为潜在的药物发现探索巴菲卡康塔库辛A周围的化学空间.
主要方法:
- 通过杆氧化方式将英多尔重新排列成伪英多克.
- 采用一种酸介导的循环化/英多尔转换.
- 使用二聚体选择性氧化环收缩和局部选择性C-H氧化.
主要成果:
- 成功完成了第一个巴菲卡康塔库辛A的全合成.
- 对安装邻近的伪氧异环体的二重选择性方法的演示.
- 识别了一种隐藏的对称元件,指导氧化前体的合成.
结论:
- 开发的合成策略为获取巴菲卡库辛A和相关的多伪印基化物提供了坚实的基础.
- 这项工作扩大了用于天然产品合成的合成工具包.
- 合成途径可能使巴菲卡库辛A及其类型的进一步生物评估成为可能.
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