简单的,催化性对雌激素和脱凝的选择性合成
Qi-Ying Hu1, Pankaj D Rege, E J Corey
1Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
Journal of the American Chemical Society
|May 13, 2004
概括
这项研究展示了使用新型性氧化玻利催化剂的生物活性雌激素和脱凝的高效,短时间的合成. 这些方法使重要药物化合物的抗选择性生产成为可能.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
- 药用化学 医学化学
背景情况:
- 雌激素和脱凝是具有药学意义的生物活性化合物.
- 有效和酶选择性合成路径对于生产这些分子至关重要.
研究的目的:
- 为 Estrone 和desogestrel 开发高度选择性和短合成路径.
- 在这些合成的关键初始步骤中使用一种性氧化玻利催化剂.
主要方法:
- 在不对称的合成中使用合性氧化玻利催化剂 (2).
- 通过二烯5和α,β-乙烯6在8个步骤中合成雌激素.
- 合成使用类似策略的desogestrel从diene 5和alpha,beta-enal 11.使用类似的策略.
主要成果:
- 实现了极高的反选择性和短时间的雌激素和脱斯特的合成.
- 通过描述的中间体,成功合成了基纯的雌激素和脱凝.
- 开发了性催化剂 (2) 和其反体的高效合成路径.
结论:
- 开发的合成策略对于生产生物活性雌激素和脱斯特是有效的.
- 合性oxazaborolidinium催化剂对这些重要化合物的enantioselective合成有效.
- 这项工作为合成制药剂提供了有价值的方法.
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