The reaction of 3,3-dichloroallyltrimethylsilane with n-butyllithium
作者:Dietmar Seyferth、Robert E. Mammarella
DOI:10.1016/s0022-328x(00)93536-8
日期:1978.8
n-Butyllithium reacts with 3,3-dichloroallyltrimethylsilane to metalate the vinyl proton. Under the reaction conditions the Me3SiCH2C(Li)CCl2 formed undergoes β-elimination of LiCl to give ClCCCH2SiMe3 whose subsequent reaction with n-butyllithium produces LiCCCH2SiMe3. Addition of trimethylchlorosilane gives Me3SiCCCH2SiMe3. When two molar equivalents of n-butyllithium are used, further metalation
正丁基锂与3,3-二氯烯丙基三甲基硅烷反应以使乙烯基质子金属化。在反应条件下在ME 3 SICH 2 C(Li)的CCl 2形成经历β消去的LiCl,得到ClCCCH 2森达3,其随后与正丁基锂反应产生LiCCCH 2森达3。三甲基氯硅烷的加成给出我3 SiCCCH 2森达3。当使用正丁基锂的两个摩尔当量,LiCCCH的进一步金属化2森达3给出LiCCCH(Li)的森达3。N的作用溴代琥珀酰亚胺Me上3 SICH 2 CHCCl 2导致形成的Me 3 SiCHCHCCl 2溴。
SEYFERTH D.; MAMMARELLA R. E., J. ORGANOMETAL. CHEM., 1978, 156, NO 2, 299-305