乙烯基化物通过催化三元合的形成
Barry M Trost1, Anthony B Pinkerton
1Department of Chemistry, Stanford University, Stanford, California 94305, USA. bmtrost@stanford.edu
Journal of the American Chemical Society
|June 20, 2002
概括
催化剂能够从和中选择性合成E/Z乙烯基化物. 溶剂的选择决定了异构体的形成:极性溶剂倾向于E异构体,而非极性溶剂倾向于Z异构体,提供了多功能合成路径.
科学领域:
- 有机金属化学 有机金属化学
- 催化剂是一种催化剂.
- 合成有机化学 合成有机化学
背景情况:
- 催化合反应对于C-C键的形成至关重要.
- 乙烯基化物是多功能合成中间体.
研究的目的:
- 研究催化三元合的,和化物离子的三元合.
- 优化反应条件,用于选择性合成E-和Z-乙烯基化物.
- 探索开发的方法论的范围和局限性.
主要方法:
- 系统地优化反应参数,包括催化剂,共催化剂,溶剂和化物源.
- 用于合成乙烯基的循环二烯基 (II) 复合物.
- 使用不同的 (II) 催化剂和合成乙烯基化物的条件.
- 研究的基质范围包括功能化的基因.
主要成果:
- 使用特定的催化剂,共催化剂和极性溶剂 (DMF) 实现了E-乙烯化物的选择性合成.
- 使用特定的催化剂,共催化剂和非极性溶剂 (乙) 实现了Z-乙烯基化物的选择性合成.
- 证明溶剂极性是控制E/Z选择性的关键.
- 观察到增强的Z-选择性与propargylic替代品和完整的Z-选择性与乙烯.
- 来自基质的已识别的二或循环赫森产品,含有绑定的酒精或.
结论:
- 开发了高效的催化方法,用于合成各种E-和Z-乙烯基化物.
- 确立了溶剂极性和乙烯化异构体选择性之间的明显相关性.
- 突出了乙烯基化物作为前体在随后的转化过程中的实用性,如苏子基合和α-基和环二的合成.
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