通过Pauson-Khand反应简要合成11-诺里里
Ryuji Kouda1, Kazuki Yamamoto1,2, Akira Katsuyama1,2,3
1Faculty of Pharmaceutical Sciences, Hokkaido University.
Chemical & pharmaceutical bulletin
|June 12, 2024
概括
这项研究详细介绍了复杂的虹膜体的高效合成途径,包括贝拉托利德B和全球原蛋白衍生物. 这些方法利用关键的中间体和像Pauson-Khand反应这样的反应,使得人们能够获得新的虹膜体类似物.
科学领域:
- 有机化学 有机化学
- 自然产品的合成自然产品的合成
背景情况:
- 化物是单化物,具有特有的 cis-fused cyclopenta[c]pyran 骨架.
- 这些化合物表现出多样化的生物活动,使它们成为有价值的合成标.
研究的目的:
- 描述针对特定的11-noriridoids的合成努力: (±) -umbellatolide B, (±) -10-O-benzoylglobularigenin,和1-O-pentenylaucubigenin. 这两种物质是最常见的.
- 开发有效的合成路径,适用于一系列虹膜类同类物.
主要方法:
- 帕森 - 坎德反应合成常见的三环中介物.
- 乙键裂解和1,2-减小引入基组.
- 对于C3-C4烯结构而言,一种硫碳酸盐部分的同消化.
主要成果:
- 成功合成关键中间体 (三环 17 和 26).
- 有效地制备了目标化物 (±) - 贝拉托利德B (6), (±) -10-O-基环球原蛋白 (9),和1-O-pentenylaucubigenin (34) 的化物.
结论:
- 开发的合成策略提供了对多功能性虹膜核骨的访问.
- 这些途径对于制备具有潜在生物应用的多种类型的虹膜类似物非常有价值.
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