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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
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不对称合成 (+) - 维洛西明通过一个连续的核友性添加/循环化过程实现了
Huanhuan Zou1, Jiahang Yan1, Xiaocheng Zhang1
1Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy, Northwest A&F University, 22 Xinong Road, Yangling, 712100, Shaanxi, China.
Organic letters
|November 13, 2023
概括
我们报告了第一个不对称的合成 (+) - 维洛西明,一个复杂的类,使用一个13步序列. 这种方法有效地产生了因多尔合的azabicyclo[3.3.1]nonanes,并具有一种新的昆利丁构建策略.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 药用化学 医学化学
背景情况:
- 维洛西米因是一种复杂的类化物,具有潜在的生物活性.
- 有效的合成路径到复杂的化物对于药物发现至关重要.
- 阿扎比赛克洛[3.3.1]诺和核胺的核心结构带来了重要的合成挑战.
研究的目的:
- 开发一种新型 (+) - 维洛胺的不对称合成方法.
- 建立一个高效的协议,用于合成合道的azabicyclo[3.3.1]nonanes.nonanes.
- 为了展示一种新的方法来构建应变型核素分量.
主要方法:
- 不对称的合成方法
- 连续的核友性添加/循环化.
- (II) 介导的还原循环化
主要成果:
- 在13个步骤 (最长的线性序列) 中实现 (+) - 维洛西明的不对称合成.
- 开发了一种有效的协议,用于一系列的indole-fusedazabicyclo[3.3.1]nonanes.nonanes.
- 通过使用SmI2介导的还原循环化,成功构建了应变型素基因组.
结论:
- 开发的合成策略对于获得复杂的醇类化合物是高效和多用途的.
- 这项工作提供了一个有价值的途径,以化合物与azabicyclo[3.3.1]nonane支架.
- 新型核胺结构扩大了应力环系统的合成工具箱.
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