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不对称的N-氧化被bisguanidinium二核氧化二氧化聚二硫酸盐催化

Wentao Wu¹, Esther Cai Xia Ang², Xinru Xu¹

¹College of Pharmaceutical Science & Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, P. R. China.

Nature communications

|August 25, 2024

概括

这项研究引入了一种新的,高度enantioselective的N-氧化方法用于氨基,使用一种的bisguanidinium催化剂. 这一突破使得性N-氧化物的精确合成成为可能,这对于药物设计和天然产品至关重要.

科学领域:

有机化学有机化学
催化剂是一种催化剂.
药用化学医学化学

背景情况:

氧化在天然产品和药物设计中至关重要.
氨基氧化是一种具有挑战性但至关重要的转化.
石化N-氧化物是有价值的合成中间体.

研究的目的:

为循环和非循环氨基开发一种高度选择性的N-氧化方法.
为了研究催化剂结构在酶选择性中的作用.
在N-氧化中阐明动态动态分辨率 (DKR) 的机制.

主要方法:

使用了一种奇拉 bisguanidinium ([BG]2+) 阴离子和一个奇拉 oxodiperoxomolybdosulfate 阴离子离子对催化剂.
修改了用基组修改 bisguanidinium 阴离子.
采用X射线晶体学来描述催化剂的特性.
进行了全面的机理学研究.

主要成果:

实现了各种循环和非循环氨基的高度反选择性N-氧化.
证明了 bisguanidinium子的侧链修饰控制了性口袋大小和酶选择性.
证实了催化剂在实现高效动态动力学分辨率 (DKR) 的有效性.

结论:

已经建立了一个强大的和enantioselective N-氧化方法氨基.
催化剂的设计,特别是侧链的修改,是实现高选活性的关键.
该方法为合成和药物发现中的应用提供了有效的获取有价值的性N-氧化物.

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