通过发达的Ynol-diene循环,对17-nor-CephalotaneDiterpenoids进行不同的合成
Zezhong Sun1, Xin Shu1, Fuli Ma1
1Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an, 710127, China.
Angewandte Chemie (International ed. in English)
|July 9, 2024
概括
一种新的循环化策略使得17-nor-cephalotane diterpenoids的第一个分离合成成为可能. 这种方法成功地以简洁的方式生产了几种复杂的天然产品,包括 (+) - 哈林诺利德.
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
- 迪特尔化物的化学成分
背景情况:
- 17-nor-cephalotane diterpenoids 是一类具有潜在生物活性的复杂自然产品.
- 以前的合成策略在范围和效率上是有限的.
研究的目的:
- 为17-nor-cephalotane diterpenoids建立第一个不同的合成策略.
- 为了实现这一类内的几个关键天然产品的总合成.
主要方法:
- 开发一种新的因诺-烯循环,用于快速访问热单元.
- 生物启发型立体选择性双化的应用.
- 从商业上可用的原材料进行融合合成策略.
主要成果:
- 成功建立了17-nor-cephalotane diterpenoids的分离合成.
- 总合成 (+) - 3 - 脱氧福尔塔尔皮诺伊德F, (+) - 哈林诺利德, (-) - 福尔塔尔皮诺伊德M/N/P,以及类似的 (-) - 20 - 脱氧塞菲诺伊德P.
- 在14-17个线性最长的步骤中实现合成.
结论:
- 开发的伊诺尔-二烯循环化是访问热单元的强大工具.
- 这种新的分歧策略可以有效地获得一系列17-nor-cephalotane diterpenoids.
- 这项工作扩大了复杂的二类天然产品的合成工具箱.
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