乙选择性 (+) -阿伯拉龙的总合成
Willi M Amberg1, Erick M Carreira1
1ETH Zürich, Department of Chemistry and Applied Biosciences, Laboratory of Organic Chemistry, Vladimir Prelog Weg 3, HCI H335, 8093 Zürich, Switzerland.
Journal of the American Chemical Society
|August 19, 2022
概括
这项研究首次使用新型黄金催化级联反应对复杂的二化物 (+) - 艾伯拉龙进行了全合成. 这种高效的方法只需15个步骤就能立体选择性地构建复杂的四环骨架.
科学领域:
- 有机化学
- 自然产品合成
- 催化剂
背景情况:
- 迪特类天然产品具有复杂的结构和多样化的生物活动.
- 聚合四环骨分子的合成在有机化学中提出了重大挑战.
研究的目的:
- 报告第一个二类天然产品 (+) -aberrarone的总合成.
- 开发一种高效和立体选择性的合成路径,以 (+) -aberrarone
- 在复杂分子合成中探索黄金催化反应的实用性.
主要方法:
- 采用了一种融合合成策略.
- 一个关键的步骤涉及黄金催化锡介导的迈耶-舒斯特-纳扎罗夫-cyclopropanation-aldol级联反应.
- 5-5-5-6融合四环骨架的立体选择性构造.
主要成果:
- 在15个步骤中完成了 (+) - aberrarone的总合成.
- 这种级联反应成功地形成了四个高产环.
- 合成显示了高度的立体选择性.
结论:
- 开发的合成途径提供了有效的 (+) -aberrarone.
- 在黄金催化中使用锡氧化物扩大了复杂分子的合成可能性.
- 这项工作展示了构建复杂自然产品骨的强大策略.
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