Palladium-catalyzed carbostannylation by means of reagents containing carbon–tin–halogen inter-element linkages
作者:Keigo Fugami、Kentaro Kawata、Tatsuki Enokido、Yukie Mishiba、Sachiko Hagiwara、Yasuyuki Hirunuma、Daisuke Koyama、Masayuki Kameyama、Masanori Kosugi
DOI:10.1016/s0022-328x(00)00483-6
日期:2000.10
Reagents containing carbon–tin–halogen inter-element linkages were effective for palladium-catalyzed carbostannylation. In situ generated allyltin trichlorides add to carbon–carbon double bonds of bicyclo[2.2.1]hept-2-ene (norbornene) and bicyclo[2.2.1]hepta-2,5-diene (norbornadiene), stereoselectively, under the catalysis of palladium(0) species in good yields. The regioselectivity of unsymmetrically
含有碳-锡-卤素元素间键的试剂对于钯催化的羰基化反应有效。原位生成的三氯化烯丙基锡在催化下立体选择性地添加到双环[2.2.1]庚-2-烯(降冰片烯)和双环[2.2.1]七,2,5-二烯(降冰片二烯)的碳-碳双键上钯(0)种类,收率很高。不对称取代的烯丙基试剂的区域选择性随锡(II)盐的选择而显着变化。三氯化芳基锡经历钯催化的降冰片烯的芳基锡烷基化反应,得到的混合物包括一种降冰片烯和两种降冰片烯。产物比例取决于溶剂的选择和芳族取代基的电子性质。