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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
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循环胺的DEF环螺旋环核心的合成
Hao Shao1, Wenheng Liu1, Zhengqi Fang1
1Shanghai Key Laboratory of Green Chemistry and Chemical Processes, State Key Laboratory of Petroleum Molecular & Process Engineering, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062, China.
The Journal of organic chemistry
|February 23, 2024
概括
实现了循环胺DEF环螺旋环核心的立体选择性合成. 关键步骤包括酶选择性曼尼赫反应和氧化性螺旋化,C-20甲基组配置控制立体化学.
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:
- 环胺是一种生物活性天然产品,具有复杂的螺旋环结构.
- 在药理学研究中,开发有效的合成路径到环胺及其类似物至关重要.
- 立体选择性合成对于获得正确的生物活性反体至关重要.
研究的目的:
- 为了实现DEF环螺旋环核心的立体选择性合成.
- 建立关键的合成转换来构建复杂的分子架构.
- 研究螺旋循环化过程中的立体化学控制元素.
主要方法:
- 乙醇选择性维尼洛基曼尼赫反应,形成皮佩里丁F环.
- 乳化以完成皮佩里丁F环.
- 内部分子氧化 dearomative spiroetherification 构建 DEF 环的螺旋环核心.
- 使用商业上可用的原材料.
主要成果:
- 圆满完成了环胺DEF环螺旋环核心的立体选择合成.
- 通过曼尼赫反应和乳化,有效地构建皮佩里丁F环.
- 通过氧化 dearomative spiroetherification 的螺旋环核的形成.
- 证明C-20甲基组配置决定了螺旋循环化立体化学.
结论:
- 已经开发了一个强大的和立体选择性合成策略,用于循环胺DEF环螺旋环核心.
- 合成路线采用了可供进一步模拟开发的关键反应.
- 螺旋循环化的立体化学结果是可预测和可通过基质配置控制的.
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