莱斯特罗杜辛B的总合成
Kousei Shimada1, Yosuke Kaburagi, Tohru Fukuyama
1Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Journal of the American Chemical Society
|April 3, 2003
概括
这项研究展示了一种成功的leustroducsin B的总合成,该化合物具有显著的生物活性. 关键步骤包括立体选择性合成和开发复杂分子的新型保护组.
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:
- 莱斯特鲁杜辛B是一种天然产品,以其多样化的生物活性而闻名.
- 复杂的自然产品的高效和立体选择性合成对于生物评估和药物发现至关重要.
研究的目的:
- 为了实现leustroducsin B. 的融合总合成.
- 开发适用于复杂,功能密集的分子的新型合成方法.
主要方法:
- 一个中二醇的脂酶介导脱对称化,以构建具有高反选择性 (90.2% ee) 的C8立体中心.
- 使用阿尔基尼试剂添加的C9-C11抗二醇部分的立体选择性形成.
- 开发和应用一种新的p-silyloxybenzylidene diol保护组.
主要成果:
- 成功地进行了leustroducsin B. 的融合总合成.
- 有效地建造关键的立体中心和功能组.
- 展示新的二醇保护组的实用性,在轻度酸性条件下可拆卸.
结论:
- 开发的合成途径提供了leustroducsin B的获取,并展示了创新的化学策略.
- 新的保护组为合成具有多个基组的复杂分子提供了有价值的工具.
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