Metalation of alk-1-enes, using the mixture of butyllithium and potassium tert-butoxide in tetrahydropyran, followed by stereohomogenization and ultimate treatment with chlorotrimethylsilane afforded a series of alk-2-enyltrimethylsilanes in good yield and with (Z/E) ratios ranging from 95:5 to 98:2. The deprotonation of propene can be rapidly and readily accomplished with a stoichiometric amount of the superbase suspended in pentane on a 1 mol scale.
用丁基
锂和
叔丁醇钾的混合物在
四氢吡喃中对烷-1-烯进行
金属化,然后进行立体均质化,最后用三
甲基氯硅烷处理,得到了一系列烷-2-烯基三甲基
硅烷,收率很高,(Z/E)比从 95:5 到 98:2。使用悬浮在
戊烷中的超碱基,以 1 摩尔为单位,可以快速、方便地完成
丙烯的去质子化反应。