催化不对称生成 (Z) 脱位化醇的催化不对称生成
Luca Salvi1, Sang-Jin Jeon, Ethan L Fisher
1P. Roy and Diana T. Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA.
Journal of the American Chemical Society
|December 7, 2007
概括
这项研究引入了一种新的一式方法,用于合成缩 (Z) - 醇醇. 通过抑制不必要的副作用,这些有价值的性构建块可以达到高反选择性 (高达98% ee).
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
- 催化剂是一种催化剂.
背景情况:
- 丰富的醇是有机合成中关键的性构建块.
- 开发高效和有选择性的制备方法仍然是一个重大挑战.
研究的目的:
- 开发一种一制法,用于直接制备缩 (Z) 脱位的合醇.
- 为了克服以前方法的局限性,例如由于LiX推广而导致的种族化.
主要方法:
- 1--1-基因的化,然后与t-BuLi反应,并与二甲基试剂进行转移.
- 在现场反应生成的乙烯中间体与化物,使用来自 (-) - - MIB 的奇拉催化剂.
- 查抑制剂,特别是四乙乙二胺 (TEEDA),以抑制LiX促进的副作用.
主要成果:
- 为 (Z) 失置的醇建立了一种新的单程序.
- 作为一种抑制剂的TEEDA的使用成功地抑制了种族化,产生了高达98%的异构过量 (ee) 的产品.
- 非对称的 (Z) - 乙烯化与联的二重选择性环氧化相结合,产生多达三个连续立体中心的复杂环氧醇.
结论:
- 开发的方法提供了有效的获取到丰富 (Z) 脱位化合醇.
- 这种方法可以快速构建具有高立体控制的复杂状构建块.
- 该方法对制药和天然产品合成中的应用具有前景.
相关概念视频
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