黄金 ((I) 催化甲基 Claisen 的重新排列
Benjamin D Sherry1, F Dean Toste
1Center for New Directions in Organic Synthesis, Department of Chemistry, University of California, Berkeley, California 94720, USA.
Journal of the American Chemical Society
|December 9, 2004
概括
一种新型的金 ((I) 催化剂在室温下促进了普罗帕尔基克莱森对乙烯乙烯的重新排列,有效地产生具有高立体选择性的同醇.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 合成方法论 合成方法论
背景情况:
- 普罗帕尔基尔克莱森重组是合成艾伦基因的关键转换.
- 开发这种反应的高效和选择性催化剂仍然是一个活跃的研究领域.
- 黄金 ((I) 复合物已经成为各种有机转变的强大催化剂.
研究的目的:
- 开发一种新的催化系统,用于Propargyl Claisen重新排列Propargyl乙烯.
- 调查黄金催化反应的范围和局限性.
- 为了实现高立体化学控制在合成的homoallenic酒精.
主要方法:
- 作为催化剂使用了一种三核黄金(I) -oxo复合物,[(Ph3PAu) 3O]BF4,作为催化剂.
- 在室温下对各种propargyl vinyl ethers进行了Propargyl Claisen的重新排列.
- 研究了在稍微升高的温度下与三级propargyl乙烯基乙烯的反应.
主要成果:
- 金 ((I) 催化剂有效地促进了各种propargy vinyl ethers的重新排列.
- 这种反应产生了具有高产量的同醇醇.
- 对于特定的基质,观察到出色的二聚体选择性和性转移.
结论:
- 三核黄金 ((I) -oxo复合物是一种非常有效的催化剂,用于Propargyl Claisen的重组.
- 这种方法提供了一条通向各种同质醇的多功能途径.
- 这种反应表现出了极好的立体化学控制,使得能够合成富含的基.
相关概念视频
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