An improved preparation of enamines of acylsilanes, a new synthesis of acylsilanes
作者:J.P. Picard、J.M. Aizpurua、A. Elyusufi、P. Kowalski
DOI:10.1016/0022-328x(90)80151-o
日期:1990.7
of the previously used tetrahydrofuran has allowed the synthesis in high yield of enamines of acylsilanes (2) from cyanohydrins (1) by reductive silylation with Me3SiCl/Li. Protodesilylation of 2a (R = R′ = Me) by HCl gas in dry diethyl ether or by trimethylchlorosilane in methanol gave, after neutralization, a quantitative yield of the enamine Me2C=C(SiMe3)NH2, which was surprisingly stable. Its ready
使用六甲基磷三酰胺代替先前使用的四氢呋喃作为溶剂,使得能够通过用Me 3 SiCl / Li进行还原甲硅烷基化从氰醇(1)高产率地合成烯丙基硅烷(2)的烯胺。在中和后,通过在干燥乙醚中的HCl气体或在甲醇中的三甲基氯硅烷对2a(R = R'= Me)进行原甲硅烷基化,可定量获得烯胺Me 2 C = C(SiMe 3)NH 2的定量收率,该结果出奇地稳定。它易于水解为相应的酰基硅烷,为此类化合物的制备提供了一条新途径。溴与2a反应生成α-溴异丁腈。