(±) - 和 (-) - 达芬尼隆B的总合成
Yun-Peng Zou1, Zheng-Lin Lai1, Meng-Wei Zhang1
1Shenzhen Grubbs Institute, Department of Chemistry, Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen 518055, China.
Journal of the American Chemical Society
|May 11, 2023
概括
实现了第一个复杂类化合物达尼隆尼B的全合成. 通过先进的化学反应构建其独特的六环原子核.
科学领域:
- 有机化学
- 自然产品合成
背景情况:
- 达芬尼隆尼B是一种具有复杂六环核的达芬尼环类化物.
- 之前类似结构的合成路径没有完全解决这种特定核心的组装问题.
研究的目的:
- 为了实现 (±) - 和 (-) - 达非尼隆B的第一个总合成.
- 为构建新型的 [6-5-7-5-5] 六环原子核制定一个高效和刻板选择的策略.
主要方法:
- 通过分子内 [5+2] 循环添加和基循环化构建 [6-5-7] B/C/D 环系统.
- 使用分子内帕森-坎德反应合成的 [5-5] 化E/F环系统.
- 通过瓦格纳-米尔维恩类型的重新排列重新组装 [7-6-5-7-5-5] 六环芯.
主要成果:
- 成功合成血清纯达菲尼隆尼B和酶体纯达菲尼隆尼B.
- B/C/D和E/F环系统的高效和分立选择性构造.
- 展示一个新的重组策略,以组装完整的六环框架.
结论:
- 这项研究提供了第一个达芬尼隆B的总合成.
- 建立了一种独特的合成策略,包括循环添加,激素循环化,Pauson-Khand反应和重新排列.
- 这项工作扩大了复杂的自然产品的合成可访问性,
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