Stereoselective hydrostannation of substituted alkynes initiated by triethylborane and reactivity of bulky triorganotin hydrides
作者:María B. Faraoni、Verónica I. Dodero、Liliana C. Koll、Adriana E. Zúñiga、Terence N. Mitchell、Julio C. Podestá
DOI:10.1016/j.jorganchem.2005.11.020
日期:2006.3
This paper reports the results obtained in a study on the radical hydrostannation of mono- and disubstituted alkynes with bulky triorganotin hydrides using triethylborane as initiator. The addition of trineophyl- (1), tris[(phenyldimethylsilyl)methyl]- (2), and 9-tripticyldimethyltin (3) hydride to eight alkynes was carried out at room temperature leading to vinylstannanes in good to excellent yields
本文报道了在使用三乙基硼烷作为引发剂的大体积三有机锡氢化物对单取代和二取代炔烃进行自由基加氢锡的研究中获得的结果。在室温下,向八种炔烃中添加了三叶草(1),三[((苯基二甲基甲硅烷基)甲基]-(2)和9-三苯甲基二甲基锡(3)氢化物,从而得到了乙烯基锡烷,收率很好,而且大多数情况下,具有完全的立体选择性。在一个研究中获得上trineophyl-(的相对反应性的结果1),三[(苯基二)甲基] - (2),9- triptycyldimethyltin(3)的氢化物,和三- Ñ -butyltin氢化物(29也报道了使用这些氢化物和6-溴-1-己烯之间的自由基反应(28)。包括完整的1 H-,13 C-和119 Sn NMR特性。