通过Catellani反应进行C-Aryl Glycosides的模块化和立体选择性合成
Weiwei Lv1, Yanhui Chen1, Si Wen1
1College of Materials Science & Engineering, Huaqiao University, Xiamen 361021, China.
Journal of the American Chemical Society
|August 19, 2020
概括
这项研究引入了一种新的Catellani型C-H糖化,用于立体选择性地合成多种α-C-基糖化物. 该方法在药物发现中提供了灵活的终止选择和应用,包括达帕格利弗洛辛类似物.
科学领域:
- 有机化学
- 医学化学
- 合成化学
背景情况:
- 获得高度装饰的α-C-{hetero) aryl糖化物对于药物化学至关重要.
- 现有的合成方法往往缺乏模块化和立体选择性.
研究的目的:
- 开发一种新的Catellani型C-H糖化反应.
- 为了实现α-C-(hetero) aryl糖化物的模块化和立体选择性合成.
- 通过各种终结反应和应用来证明该方法的多功能性.
主要方法:
- 卡特拉尼类型的C-H糖化反应
- 固态选择性合成糖化物.
- 通过ipso-Heck,化,Suzuki和Sonogashira合方式实现多种功能.
- 制备糖化物-药结合物和达帕格利弗洛辛类似物.
主要成果:
- 已经成功合成了90多种高度色的α-C-甲基糖化物.
- 在糖化过程中达到高立体选择性.
- 证明了终止步骤的灵活性.
- 展示了该方法在合成生物相关分子中的实用性.
结论:
- 开发的Catellani型C-H糖化为各种糖化物提供了快速和模块化的接入.
- 该方法代表了通过SN1途径进行Catellani型化的一个前所未有的例子.
- 这种方法有助于合成复杂的葡萄糖合物和药物类似物.
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