希拉尔·路易斯 在氧化循环添加剂中的酸催化
Mukund P Sibi1, Kennosuke Itoh, Craig P Jasperse
1Department of Chemistry, North Dakota State University, Fargo, North Dakota 58105, USA. Mukund.Sibi@ndsu.nodak.edu
Journal of the American Chemical Society
|April 29, 2004
概括
这项研究表明,使用合性易斯酸催化剂和pyrazolidinone模板,使用高度选择性的氧化循环添加. 产生不稳定的氧化物的一种新方法避免了催化剂抑制,实现了优异的产量和选择性.
科学领域:
- 有机化学 有机化学
- 不对称的催化剂.
背景情况:
- 氧化循环添加对于合成异环化合物至关重要.
- 在这些反应中实现高的区域和酶选择性仍然是一个挑战.
- 奇拉尔易斯酸具有控制立体化学的潜力.
研究的目的:
- 开发一种高度区域和精选性氧化循环添加的方法.
- 为了利用substoichiometric 尔性易斯酸催化.
- 建立一种用于产生不稳定的氧化的新方法.
主要方法:
- 采用利性易斯酸的亚微生态度量.
- 使用pyrazolidinones作为循环添加的achiral模板.
- 从化中产生不稳定的氧化,使用Amberlyst 21作为基础.
主要成果:
- 在氧化循环添加剂中实现了高的区域和酶选择性.
- 皮拉佐利丁模板提供了C-添加物,具有>30:1的选择性.
- 异构体过量 (ee) 值在80-99%之间.
结论:
- 开发的方法使有效和立体选择性合成有价值的化合物.
- 新的氧化生成技术绕过了易斯酸抑制的问题.
- 这种方法为不对称的循环加法反应提供了一个强大的策略.
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