易斯酸释放单片氧与酶的反应:酶的选择性二元化为罗林-4-
Tao Lei1,2, Yuan-Yuan Cheng1,2, Xu Han1,2
1Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, The Chinese Academy of Sciences, Beijing 100190, People's Republic of China.
Journal of the American Chemical Society
|September 1, 2022
概括
易斯酸使单片氧 (1O2) 能够实现酶的高效氧化二元化,形成有价值的皮罗林-4-. 这一突破克服了以前的碎片化问题,使复杂的aza-heterocycles的选择性合成成为可能.
科学领域:
- 有机化学
- 绿色化学
背景情况:
- 单片氧 (1O2) 介导的氧化为氧原子的结合提供了一种环保的方法.
- 与胺的反应通常导致碎片化,限制了它们的合成效用.
研究的目的:
- 开发一种使用单片氧的氧化二聚化新策略.
- 为了克服O-亚胺反应中的碎片化限制.
- 为了实现皮罗林-4-和相关的aza-heterocycles的选择性合成.
主要方法:
- 引入易斯酸来拦截反应中间体.
- 在氧化反应中使用单片氧.
- 涉及伊米诺基中间体的机制研究.
主要成果:
- 氧化二元化胺到皮洛林-4-获得良好的到优秀的产量.
- 通过易斯酸催化抑制碎片化途径.
- 首次证明不同酶的选择性交叉二分化.
- 在温和条件下高化学选择性,产量高达99%.
结论:
- 使用单片氧和易斯酸合成氨酸的强大和选择性方法已经建立.
- 这种方法为在环境条件下合成多样化的aza-heterocycles提供了一个有前途的途径.
- 该方法适用于合成伊米达,昆素和高度功能化的伊敏.
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