一些具有多个立体中心的新型功能化异环氨基和胺衍生物的立体控制合成
Anas Semghouli1,2, Attila M Remete1, Loránd Kiss2
1Institute of Pharmaceutical Chemistry, University of Szeged Eötvös u. 6 H-6720 Szeged Hungary.
RSC advances
|July 31, 2023
概括
研究人员开发了一种对功能化环氨基酸乳和乳酸的立体控制合成方法. 这种新的方法利用双循环氨基酸的环重新排列元解,保持性中心配置.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 立体化学是一种立体化学.
背景情况:
- 复杂有机分子与多个奇拉中心的合成仍然是有机化学的一个重大挑战.
- 结合氨基乳和乳的化环系统是药物化学和材料科学中宝贵的支架.
- 立体控制合成对于产生具有所需生物活动或特性的体纯化合物至关重要.
研究的目的:
- 为功能化环β-氨基酸乳和乳酸开发一种新的立体控制合成途径.
- 在这些复杂分子的合成中研究环重组元解 (RRM) 的应用.
- 证明RRM工艺能够保持原材料的立体化学完整性.
主要方法:
- 来自 (oxa) norbornene 的压缩双循环β-氨基酸的合成.
- 在这些氨基酸的基/基乙烯或N-基/N-基胺基上应用环重组转化 (RRM).
- 使用商用催化剂进行环开转化 (ROM),然后进行环闭转化 (RCM) 或环闭enyne转化 (RCEYM).
主要成果:
- 成功合成了具有多个性中心的新型功能化化环β-氨基酸乳和乳.
- 证明了RRM的有效性,特别是ROM/RCM和ROM/RCEYM通路,用于构建目标化环系统.
- 证实合成程序在整个转换过程中保持了所有现有的奇拉中心的配置.
结论:
- 开发的RRM策略提供了一种高效和立体控制的方法,用于访问复杂的化环β-氨基酸乳和乳.
- 产品的立体化学结果直接取决于起始双循环β-氨基酸的配置.
- 这种方法为合成立体化学定义的分子提供了有价值的工具,在各种领域都有潜在的应用.
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