亚普利西亚固醇A和B的总合成,两种海洋9,11-二固醇
Takayuki Ohyoshi1, Hidetada Iizumi1, Shu Hosono1
1Department of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan.
Organic letters
|June 14, 2023
概括
研究人员使用融合策略实现了aplysiasecosterols A和B的总合成. 关键反应包括苏子-米亚乌拉合,不对称的环氧化和不对称的二氧化二氧化,用于二氧化合成.
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:
- 类固醇是一种具有潜在生物活性的化合物.
- 复杂的天然产品,如类固醇的总合成提出了重大挑战.
- 亚普利西亚固醇A和B是具有独特结构的海洋衍生性固醇.
研究的目的:
- 为了实现第一个aplysiasecosterols A和B的总合成.
- 开发一种适用于其他9,11-二类固醇的多功能和融合合成策略.
- 展示现代不对称反应在复杂分子合成中的实用性.
主要方法:
- 收合成使用苏子-米亚乌拉合用于AB环和D环段.
- 石非对称的环氧化,用于合成AB环段的aplysiasecosterol B. B. 的环氧化.
- 立体选择性化和夏普莱斯不对称的二化为D环段结构.
主要成果:
- 成功地完成了阿普利西亚代醇A和B的总合成.
- 演示了晚期融合方法,很少在二类合成中使用.
- 识别关键反应,使得Secosteroid核心的有效建设.
结论:
- 开发的合成策略是高效的,可以适应各种9,11-secosteroids.
- 这项工作为访问结构相关化合物提供了一个有价值的平台.
- 综合强调了非对称催化在构建复杂的自然产品中的力量.
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