效率高的碳酸化基因使用一个激进的desulfonylative亚酸转移过程
Karin Weidner1, André Giroult, Philippe Panchaud
1Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, 3012 Bern, Switzerland.
Journal of the American Chemical Society
|November 19, 2010
概括
一种新的方法使得使用alkanesulfonyl azides的alkenes能够激进碳化. 这种高效的化物转移反应提供了高原子经济性,并且在化物合成中得到了证明.
科学领域:
- 有机化学 有机化学
- 合成方法论 合成方法论
- 激进的反应 激进的反应
背景情况:
- 基是有机合成中的多功能构建块.
- 引入含功能组的有效方法至关重要.
- 极端反应为C-C和C-N键形成提供了独特的途径.
研究的目的:
- 开发一种新的基因介导的终端基的碳酸化.
- 为了利用电友性硫亚化物作为基基和亚基的来源.
- 建立一个原子经济和高效的合成路线.
主要方法:
- 终端基与电友性基硫酸的基因介导反应.
- 使用di-tert-butyldiazene作为一个激素启动剂.
- 试剂固态度的优化 (1.5-2等于碳化试剂).
主要成果:
- 终端基的碳化成功实现了良好的产量.
- 一个试剂提供了基和亚基.
- 这种反应具有高原子经济性,唯一的副产品是二氧化硫.
- 通过类素勒帕迪福明C的正式合成来证明它的有用性.
结论:
- 已经建立了一种新的,高效的,原子经济的方法,用于对基的激进碳化.
- 电友性阿尔干硫尼尔亚化物作为有效的试剂,用于同时转移基和亚基.
- 开发的方法对复杂分子合成具有重大潜力,其在化物合成中的应用证明了这一点.
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