普林西B的总合成方法
Qiang Du1, Zhibo Fan1, Ming Yang1
1State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou, Gansu Province, 730000, China.
Angewandte Chemie (International ed. in English)
|February 23, 2024
概括
我们报告了第一个不对称的B主因醇的总合成,这是一个复杂的灰色素. 这一成就涉及使用先进的合成有机化学方法构建其独特的oxabicyclo[3.2.1]架构.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
背景情况:
- 普林西尼诺B是一种灰色体,具有复杂的oxabicyclo[3.2.1]结构.
- 灰色素是具有潜在生物活动的自然产物.
研究的目的:
- 为了实现第一个不对称的总合成principinol B.
- 开发一种合成策略,用于构建oxabicyclo[3.2.1]核心结构.
主要方法:
- 一个功能化的5/7/6/5四环中间体的融合合成.
- 灾难性选择性分子间阿尔多尔反应,将两个酶体丰富的碎片结合起来.
- 碳-烯酸甲基合成和威廉姆森以太合成,以构建oxabicyclo[3.2.1]架构.
主要成果:
- 成功的不对称的总合成的principinol B. 的成功.
- 构建具有挑战性的oxabicyclo[3.2.1]核心结构与6,10以太桥梁.
- 展示高效的合和循环化策略.
结论:
- 开发的合成途径提供了 principinol B. 的获取.
- 该方法可用于合成其他复杂的灰色素.
- 这项工作扩大了构建复杂多环自然产品的工具包.
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