通过Carbene催化宏循环的平面 - 合体Indole的Atroposelective合成
Gongming Yang1, Yi He1, Tianyi Wang1
1School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology (Ministry of Education), Tsinghua University, Beijing, 100084, China.
Angewandte Chemie (International ed. in English)
|November 28, 2023
概括
这项研究引入了一种新的N-异环碳素 (NHC) 催化方法,用于创建平面 - 合体的合体宏循环. 这些复杂分子的高效合成具有高的enantioselectivity打开了新的催化剂和连接体的发展的大门.
科学领域:
- 有机化学 有机化学
- 不对称的催化剂.
- 宏观循环化学 宏观循环化学
背景情况:
- 在天然产品和生物活性化合物中,以基为基础的平面-状宏循环是普遍存在的.
- 这些宏循环的酶选择性合成相比于轴性性内结构仍然具有挑战性.
研究的目的:
- 开发一种高效的N-异环碳素 (NHC) 催化方法,用于基于醇的平面-状宏循环的对抗选择性合成.
- 探索开发协议的基质范围和功能组耐受性.
主要方法:
- 由N-异环碳素 (NHC) 催化的分子内选择性巨型循环.
- 作为基板使用的3-碳酸英多尔/罗尔.
- 研究了不同长度的绳索 (10-16个成员).
主要成果:
- 实现了对多种基于醇/醇的平面-状宏循环的快速访问.
- 已证明具有广泛的基质范围和良好的功能组耐受性.
- 获得的产品具有良好的产量,具有出色的enantioselectivities和 diastereoselectivities.
- 成功合成了具有平面和轴向拉性的宏循环.
结论:
- 开发的NHC催化宏循环化是一种强大的工具,可以访问复杂的合性内醇宏循环.
- 合成的宏循环作为开发新型催化剂,配体和化学反应的有价值平台.
- 该协议显著推进了平面 - 状宏循环的不对称合成领域.
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