通过 [2 + 2] 循环添加/逆电循环/再循环添加级联,催化不对称合成轴向和中央基拉的1,2-二二enzofuro[3,2-b]pyridines
Wanlong Xiao1, Fang Li1, Xiaohua Liu1
1Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.
Organic letters
|October 31, 2023
概括
这项研究提出了一种用于合成复杂性分子的新催化方法. 该过程有效地产生具有高立体选择性的1,2-dihydrobenzofuro[3,2-b]pyridines,使用一种新的并联循环反应.
科学领域:
- 有机化学 有机化学
- 不对称的催化剂.
- 合成方法论 合成方法论
背景情况:
- 的合成对于制药和材料至关重要.
- 开发高效的方法来构建复杂的性支架仍然是一个挑战.
- 协奏反应在合成中提供了原子经济和步骤效率.
研究的目的:
- 开发一种催化不对称的双重循环反应.
- 合成具有轴向和中心性的1,2-二二子[3,2-b]二烯.
- 为了阐明反应机制.
主要方法:
- 使用一种性N,N'-二氧化物-加多 (III) 复合物作为催化剂.
- 采用一个双重循环化策略,涉及阿扎迪烯和正基基纳醇.
- 分析反应产品的产量,异构选择性 (dr) 和异构选择性 (ee).
主要成果:
- 实现了各种1,2-二二福[3,2-b]化的合成.
- 获得了高产量 (高达99%) 和优秀的立体选择性 (高达98% ee,91:9 dr).
- 确定了一种反应级联,涉及 [2+2] 循环添加,逆电循环,复合和1,6-结合物添加.
结论:
- 开发的方法提供了对复杂的性分子的高效访问.
- 催化系统可以精确控制立体化学.
- 反应通过复杂的,多步骤的级联机制进行.
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