通过转换引导的回合成策略的计算增量实现了Paspaline A和Emindole PB的总合成
Daria E Kim1, Joshua E Zweig1, Timothy R Newhouse1
1Department of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520-8107 , United States.
Journal of the American Chemical Society
|January 11, 2019
概括
研究人员完成了两种英多尔二胺的总合成,即帕斯帕林A和埃米多尔PB. 这项工作将合成化学与量子计算结合起来,
科学领域:
- 有机化学
- 自然产品合成
- 计算化学
背景情况:
- 印度醇二烯酸是一种具有显著生物活性的复杂天然产品.
- 这些分子的总合成由于其复杂的结构而带来了相当大的挑战.
研究的目的:
- 报告第一个全合成的emindolePB,确认其结构.
- 为了实现巴斯帕林A的总合成.
- 将计算化学集成到复合分析中,以实现高效的合成路径设计.
主要方法:
- 从商业材料中在9个步骤中合成帕斯帕林A.
- 在13个步骤中合成Pb.
- 使用密度函数理论 (DFT) 计算来预测和分析关键的碳酸重排列.
- 运用计算化学来指导反合成的断开.
主要成果:
- 成功合成了帕斯帕林A和埃明多尔PB.
- 证实了以前模两可的埃明多尔PB结构.
- DFT计算准确地预测了有利的合成路径,减少了经验选.
- 证明了量子化学计算在优化合成策略中的实用性.
结论:
- 帕斯帕林A和埃明多尔PB的总合成成功完成.
- 计算化学通过识别能量可行的断开来显著增强复合设计.
- 这种综合方法尽量减少天然产品合成的合成力度和资源支出.
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