在空气辅助下,将格里纳德试剂添加到烯中. 一个简单的协议,用于三组件合过程,产生酒精
Youhei Nobe1, Kyohei Arayama, Hirokazu Urabe
1Department of Biomolecular Engineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259-B-59 Nagatsuta-cho, Yokohama, Kanagawa 226-8501, Japan.
Journal of the American Chemical Society
|December 22, 2005
概括
格里纳德试剂与空气中的烯酸反应,形成同类醇. 这种空气中介反应可能涉及一种激进的机制,提供了一种新的合成途径.
科学领域:
- 有机化学 有机化学
- 有机金属化学 有机金属化学
背景情况:
- 格里纳德试剂是广泛用于有机合成的多功能有机金属化合物.
- 传统的格里纳德添加剂通常在惰性气氛下进行,以防止副作用.
研究的目的:
- 在空气大气下研究各种格里格纳德试剂对烯酸的分子间添加.
- 探索一种新的合成途径,用于形成同类酒精.
主要方法:
- 在空气大气下,西利甲基,三级基,基和基的格里格纳德试剂与烯 (烯,联烯,烯) 反应.
- 与在惰性大气 () 下进行的反应进行比较研究,以阐明反应机制.
主要成果:
- 在空气的存在下,从格里格纳德试剂和烯酸中成功合成同类醇.
- 证明反应不会在严格排除氧气的情况下进行,这表明了激进的途径.
- 在代表性示例中实现了良好的至优秀的 diastereoselecto-或 regioselectivity.
结论:
- 格里格纳德试剂对奥莱芬的分子间添加可以通过空气有效调解.
- 反应很可能是通过一个由Grignard试剂的空气氧化启动的激进机制进行的.
- 这种方法为具有高选择性的功能性酒精提供了一条新的途径.
相关概念视频
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