作为选择性应变释放septanosylation的立体控制元件的合作分叉结和结
Wenpeng Ma1,2, Jan-Lukas Kirchhoff3, Carsten Strohmann3
1Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Straße 11, Dortmund 44227, Germany.
Journal of the American Chemical Society
|November 30, 2023
概括
这项研究引入了一种新的催化策略,使用结合的和结合来控制合成七个环糖的立体选择性. 这种方法可以有效地生产生物相关的化合物.
科学领域:
- 有机合成
- 超分子化学
- 碳水化合物化学
背景情况:
- 非共价相互作用 (NCIs) 对于化学合成中的立体选择性至关重要.
- 越来越多地探索非传统的NCIs以克服糖化反应中的挑战.
研究的目的:
- 开发一种强大的催化策略来合成有生物效益的七环糖.
- 利用独特的二叉结和结 (HB) 网络进行立体控制.
主要方法:
- 在现场进行核磁共振 (NMR) 监测.
- 核磁共振定位实验和密度函数理论 (DFT) 建模.
- 动力学研究包括13C动力学同位素效应测量.
主要成果:
- 一个分叉的基结合和HB网络可以同时激活多个功能组.
- 在甘氨酸供体上的一小部分对于形成立体控制的三元复合物至关重要.
- 一个分裂的SNi型机制被确定为优异的α-选择性的基础.
结论:
- 开发的催化策略为七环糖提供了强大的新途径.
- 了解非传统的NCIs的相互作用是推进立体选择合成的关键.
- 这项工作强调了特定功能组在实现高立体选择性方面的关键作用.
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