集体不对称的合成的thiosilvatins
Jian Liu1, Robin Ekberg1, Nicolas R Koning1
1Centre for Analysis and Synthesis, Department of Chemistry, Lund University, SE-221 00, Lund, Sweden.
Angewandte Chemie (International ed. in English)
|August 19, 2024
概括
研究人员首次实现了 thiosilvatins 的总合成,这是一个生物活性化合物的类. 这一突破使得他们能够以纯粹的立体化学形式探索3D药.
科学领域:
- 自然产品的合成自然产品的合成
- 药用化学 医学化学
- 有机化学 有机化学
背景情况:
- 提奥西尔瓦丁是40多年来已知的生物活性硫化二基托皮佩拉зин天然产品.
- 硫酸的总合成一直是有机化学的一个长期挑战.
研究的目的:
- 为了实现第一个共同的总合成母性epidithiodiketopiperazine, (-) -dithiosilvatin,和十种相关的thiosilvatins.
- 开发和应用新型合成方法来制造复杂的硫酸类似物.
主要方法:
- 催化不对称的硫化三基化物,以控制立体化学.
- 这是一个以cis为导向的硫原子的二元立体融合装置.
- 在Mitsunobu条件下,并联形成epidisulfide和O-prenylation.
- 后期阶段的多样化 bis ((methylthio) diketopiperazines.
主要成果:
- 成功合成了 (-) - - 迪西西尔瓦和十种相关的蒂西尔瓦.
- 一些自然产品目标的结构性修订.
- 在 thioaminal 单位有效控制绝对配置.
- 轻度和有效的方法,以形成和功能化epidisulfide.
结论:
- 开发的合成策略为获取硫酸提供了一个强大的平台.
- 这项工作有助于系统地探索硫酸3D药.
- 能够生成用于生物评估的立体化学纯相似物.
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