Cross-coupling reactions of alkenylsilanols with fluoroalkylsulfonates
Cross-coupling reactions of alkenylsilanols with fluoroalkylsulfonates
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DOI：
10.1021/ol026900x
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发表时间：
2002-10-17
期刊：
影响因子：
5.2
通讯作者：
Sweis, RF
中科院分区：
文献类型：
--
作者：
Denmark, SE;Sweis, RF
[图形]描述了用于（E）-和（Z）-庚烯基二甲基硅烷与有机三氟甲磺酸酯和九氟甲磺酸酯的钯催化交叉偶联的有效方案的设计和开发。该偶联的优化集中在亲核氟化物促进剂存在下的伪卤化物的反应性和稳定性的问题上。突出了不同量的水调节氟离子的反应性的关键作用。
[GRAPHIC]The design and development of an effective protocol for the palladium-catalyzed cross-coupling of (E)- and (Z)-heptenyidimethylsilanois with organo-triflates and nonaflates is described. Optimization of this coupling focused on the issues of both reactivity and stability of the psuedohalides in the presence of the nucleophilic fluoride promoter for the coupling. The crucial role of varying amounts of water to modulate the reactivity of the fluoride ion is highlighted.