不受保护β2氨基酸的催化不对称合成
Chendan Zhu1, Francesca Mandrelli1, Hui Zhou1
1Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany.
Journal of the American Chemical Society
|March 1, 2021
概括
一种新的催化方法可以有效地提供纯β2氨基酸. 这种可扩展的单合成使用有限的二二胺酸 (IDPi) 催化剂用于广泛的基质范围,产生有价值的氨基酸构建块.
科学领域:
- 有机化学
- 催化剂
- 不对称的合成
背景情况:
- β2氨基酸是药物化学和合成中的关键性构建块.
- 现有的合成方法往往缺乏可扩展性,广泛的基质范围或反选择性.
研究的目的:
- 开发一种可扩展的,催化的一方法来合成纯β2氨基酸.
- 为了获得高产量,纯度和对芳香和酸β2氨基酸的反选择性.
主要方法:
- 使用一种新开发的封闭式二胺酸 (IDPi) 催化剂.
- 采用了各种bis-silyl ketene acetals和一个silicated aminomethyl ether之间的反应.
- 嵌入式水解处理用于产品隔离.
主要成果:
- 实现了可扩展的,催化单合成的和未经修改的β-氨基酸.
- 已证明广泛适用于多种芳香和异质基质.
- 获得的产品具有高产量,纯度和反选择性.
结论:
- 开发的IDPI催化方法提供了一条有效的途径,以获得有价值的β2-氨基酸衍生物.
- 机理研究表明不对称的反导向催化剂 (Si-ACDC) 是参与的.
- 这种方法在合成性氨基酸方面取得了显著的进步.
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