总合成 (±) - 利可胺 D 和利可胺类型的利可胺
Xian-He Zhao1, Qing Zhang1, Ji-Yuan Du1
1State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , 222 Tianshui Nanlu, Lanzhou 730000, China.
Journal of the American Chemical Society
|April 28, 2017
概括
研究人员开发了一种新的Lycopodium类化合物合成方法,灵感来自于它们的生物发生. 这一策略首次合成了基素D和六种基类,扩大了这些复杂的天然产品的获取范围.
科学领域:
- 有机化学
- 自然产品合成
- 医学化学
背景情况:
- 类是结构多样且具有生物学意义的化合物.
- 它们的生物遗传关系对合成和药物化学家非常感兴趣.
- 随着其不寻常的C3-C13支架, 提供了一个合成的挑战.
研究的目的:
- 提出和发现一个新的Lycojaponicumin D和Lycodoline之间的生物遗传联系.
- 开发一个前所未有的生物灵感合碎片/曼尼克反应.
- 建立一个统一的Lycopodium类化合物合成策略.
主要方法:
- 生物启发的双重碎片/曼尼克反应的设计.
- 一种由介导的氧化脱/异质迈克尔反应的发生.
- 在 [3.3.1] 循环系统中快速组装桥头异能化.
主要成果:
- 确定了一种新型合成路径,使得可氨酸D和可氨酸类化物.
- 首次合成了 (±) - 糖素D和六种糖素类型的化物.
- 开发了一种对形状刚性桥头异质四元碳的新方法.
结论:
- 开发的统一策略使得九种天然和四种非天然的Lycopodium类化合物的综合合成成为可能.
- 这项工作为Lycopodium类化合物的生物发生和合成可获得性提供了宝贵的见解.
- 这种方法有助于在自然产品中构建复杂的分子结构.
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