(+) - 希波拉尼 A, (+) - 格拉乙烯 A, (-) - 格拉乙烯 E,和 (-) - 格拉乙烯 F 的共合成
Qingong Li1, Kun Zhao2, Anssi Peuronen3
1The School of Pharmaceutical Sciences & The Comprehensive AIDS Research Center, Tsinghua University , Beijing 100084, China.
Journal of the American Chemical Society
|January 10, 2018
概括
研究人员制定了一种统一的策略来合成海洋天然产品Plakortin polyketides. 这种高效的方法使得四种复杂分子的总合成成为可能,其中包括海波拉尼A和基乙烯.
科学领域:
- 海洋天然产品化学
- 有机合成
- 总合成
背景情况:
- 斑多基是结构多样化且具有生物学意义的海洋天然产物.
- 以前的合成途径往往是漫长且缺乏效率的.
研究的目的:
- 开发一个统一和高效的合成策略用于Plakortin多基.
- 为了实现 (+) - 海波拉 A, (+) - 格拉西欧乙烯 A, (-) - 格拉西欧乙烯 E 和 (-) - 格拉西欧乙烯 F 的反选择性总合成.
主要方法:
- 有机催化不对称的1,4-合物添加用于性中间合成.
- 生物仿真 [2+2] 光环添加剂用于氧化核形成.
- 光环添加,其次是氧化裂变/贝耶-维利格重新排列.
- 原子转移触发的乙烯基氧化.
主要成果:
- 成功对四种Plakortin多基进行了反选择性总合成.
- 展示一个高度节省步骤和高效的统一战略.
- 获得关键的中间体和复杂的分子结构.
结论:
- 开发的策略为Plakortin多基合成提供了一个多功能平台.
- 使用的合成方法是高效和生物灵感.
- 这项工作扩大了这些重要的海洋天然产品的获取范围.
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