13 步骤的阿托普尔普兰总合成
Shengling Xie1, Gui Chen1, Hao Yan1
1Department of Chemistry and Shenzhen Grubbs Institute , Southern University of Science and Technology , Shenzhen , Guangdong 518055 , China.
Journal of the American Chemical Society
|February 14, 2019
概括
在自然界中以前未知的一种复杂的五环二烯. 这一突破利用了新的反应来快速构建骨,为相关的天然产品合成铺平了道路.
科学领域:
- 有机化学
- 自然产品合成
- 合成方法
背景情况:
- 亚太是一种独特的五环二烯,具有前所未有的四环[5.3.3.04,9.04,12]三骨架.
- 合成复杂的天然产品,如atropurpuran在立体化学和骨结构提出了重大挑战.
研究的目的:
- 开发一个简洁而高效的atropurpuran总合成.
- 为构建复杂的多环形基框架建立新型合成策略.
主要方法:
- 一个13步的合成路线被设计成早期骨形成和后期功能化.
- 关键的转化包括环闭性enyne转化用于螺旋环构造和双氧化脱氧化/分子内Diels-Alder级联用于支架组装.
主要成果:
- 取得了成功和高效的阿特罗普普兰总合成.
- 合成显示出高整体效率,使用最小的保护组 (PG).
- 这种新型的四旋环[5.3.3.04,9.04,12]-三骨架被建造出来.
结论:
- 开发的合成方法提供了一条可行的途径来获得atropurpuran.
- 这种方法可以激发未来合成相关的复杂二和二类化物.
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