Palladium-catalyzed cross-coupling of stereospecific potassium cyclopropyl trifluoroborates with aryl bromides
Palladium-catalyzed cross-coupling of stereospecific potassium cyclopropyl trifluoroborates with aryl bromides
复制标题
DOI：
10.1021/ol036184e
复制
发表时间：
2004-02-05
期刊：
影响因子：
5.2
通讯作者：
Deng, MZ
中科院分区：
文献类型：
--
作者：
Fang, GH;Yan, ZJ;Deng, MZ
以频哪醇的烯基硼酸酯为原料，通过环丙烷化反应，原位加入过量的KHF 2，以高产率合成了相应的环丙基三氟硼酸钾，然后与溴代芳烃进行Suzuki-Miyaura偶联反应，以高产率合成了环丙基取代芳烃，并保留了其构型。这有望成为一种合成对映体纯环丙烷的有用方法。
Stereospecific cyclopropanation of alkenylboronic esters of pinacol followed by in situ treatment with excess KHF2 afforded the corresponding potassium cyclopropyl trifluoroborates in high yields, which then underwent Suzuki-Miyaura cross-coupling reactions with aryl bromides to give cyclopropyl-substituted arenes in good yields with retention of configuration. This promises to be a useful method for the synthesis of enantiomerically pure cyclopropanes.