有机催化性脱碳氧化玻里化循环N-氧甲胺 Ester
Yevhen Krokhmaliuk1,2, Ihor Kleban1,3, Yuliya V Rassukana3
1Enamine Ltd. (www.enamine.net), Winston Churchill Street 78, Kyïv 02094, Ukraine.
The Journal of organic chemistry
|February 6, 2024
概括
这项研究引入了一种对循环烯碳酸酸的脱碳氧化玻利化器的有机催化方法. 新的协议为金属催化反应提供了一个可扩展和分立选择性的替代方案.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 合成方法论 合成方法论
背景情况:
- 脱碳氧化玻利化是C-B键形成的关键转化.
- 现有的方法通常依赖过渡金属催化剂,这些催化剂可能昂贵或有毒.
- 开发有机催化替代品对于可持续合成是非常可取的.
研究的目的:
- 开发一种新的,方便的,有机催化两步方案,用于循环二氧化碳酸的脱碳氧化玻利化.
- 探索开发的方法的范围和局限性.
- 为了评估反应的可扩展性和 diastereoselectivity.
主要方法:
- 该协议涉及从环烯碳酸酸中形成N-基甲胺 (NHPI) .
- 使用廉价的 tert-butyl 或 etil isonicotinate 进行器官催化.
- 脱碳氧化玻利化反应的两步反应序列.
主要成果:
- 成功脱碳玻利化各种1,1-非替代,1,2-非替代和双循环环碳酸.
- 证明了高达51.5g的良好可扩展性.
- 对于1,2-非置换的环烯基基底物,实现了优异的跨二选择性.
- 方法范围主要受电子贫乏基质的限制.
结论:
- 开发的有机催化协议为脱碳化玻利化提供了一个方便和有效的途径.
- 这种方法为现有的金属催化氧化策略提供了一个有希望的,无金属的替代方案.
- 由于其高立体选择性和可扩展性,使其对合成应用具有吸引力.
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