催化了分子内C-O键的形成
S I Kuwabe1, K E Torraca, S L Buchwald
1Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
Journal of the American Chemical Society
|December 6, 2001
概括
的催化使得从烯化物中有效合成氧异环环. 这种温和的方法保持了酒精的光学纯度,是合成抗抑郁药MKC-242.2的关键.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 催化剂是一种催化剂.
背景情况:
- 催化交叉合反应在有机合成中至关重要.
- 内部分子以太化提供了一条通往氧异循环的途径.
- 开发温和高效的合成方法对于药物发现至关重要.
研究的目的:
- 为了开发一种新的催化的化的分子内以太化.
- 在温和的反应条件下合成氧异环.
- 将这种方法应用于抗抑郁药MKC-242的合成.
主要方法:
- 帕拉催化分子内以太化,使用二三-丁诺二连接物.
- 使用弱基,如碳酸 (Cs(2) CO(3)) 或酸 (K(3) PO(4).
- 在不损失光学纯度的情况下,合增氧醇.
主要成果:
- 成功合成了各种氧异循环.
- 反应可以容忍广泛的功能组.
- 由于温和条件,使多功能基质的合成成为可能.
- 合成MKC-242的关键步骤实现了40%的总产量.
结论:
- 一种新且高效的催化方法用于氧异环合成.
- 该方法是温和的,多功能,并保持立体化学完整性.
- 在临床相关抗抑郁药的总合成中表现出实用性.
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