复杂分子合成中的催化Z-选择性交叉转移:一个合的立体选择性路径到disorazole C1
Alexander W H Speed1, Tyler J Mann, Robert V O'Brien
1Department of Chemistry, Merkert Chemistry Center, Boston College , Chestnut Hill, Massachusetts 02467, United States.
Journal of the American Chemical Society
|November 8, 2014
概括
研究人员报告了一种新合成的disorazole C1,一种抗癌和抗真菌化合物. 这种方法利用催化Z-选择性交叉转移来有效地构建复杂的宏循环结构.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 自然产品的合成自然产品的合成
背景情况:
- 迪索拉C1是一种具有显著抗癌和抗真菌活性的宏环天然产品.
- 复杂的自然产品的高效和立体选择性合成对于药物发现和开发至关重要.
研究的目的:
- 开发一个融合的,二聚选择性,和enantioselective总合成的disorazole C1.1.
- 展示催化Z选择性交叉元解 (CM) 在构建复杂宏循环中的实用性.
主要方法:
- 催化Z-选择性交叉甲基化 (CM) 的应用,用于Z-基酸 (B(pin)) 和Z-基酸的立体选择性合成.
- 一个单阶段的催化分子间和分子内交叉合反应,形成30个成员的宏观循环.
主要成果:
- 具有高立体选择性的复杂Z-基-B () 和Z-基酸中间体的可靠和高效的合成.
- 成功构建了迪索拉C1的30个成员宏循环,其中包括关键的 (Z,Z,E) -三烯部分.
结论:
- 报告的合成途径为获得disorazole C1.1提供了一种强大而有效的方法.
- 催化Z选择性CM是一种强大的工具,用于复杂的聚烯含有宏循环的立体控制合成.
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