3,3-双（三甲基硅基）-2-甲基-1-丙烯在路易斯酸催化的烯丙基化反应中的反应活性研究。
Reactivity studies of 3,3-bis(trimethylsilyl)-2-methyl-1-propene in Lewis acid-catalyzed allylation reactions.
作者信息
Williams David R, Morales-Ramos Angel I, Williams Catherine M
机构信息
Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, USA.
出版信息
Org Lett. 2006 Sep 28;8(20):4393-6. doi: 10.1021/ol0613160.
Allylation reagents, which possess geminal bis-trimethylsilyl substitution, are readily prepared from E- or Z-alkenyl bromides. The reactivity of 3,3-bis(trimethylsilyl)-2-methyl-1-propene (1) is described and predominantly provides ene reactions with aldehydes to give alcohol 2 in the presence of BF3.OEt2. Alternatively, Sakurai allylation reactions of 1 are observed by using stronger Lewis acids in methylene chloride to exclusively yield E-trisubstituted alkenylsilanes 3.
具有偕二（三甲基硅基）取代的烯丙基化试剂很容易由E-或Z-烯基溴制备。描述了3,3-双（三甲基硅基）-2-甲基-1-丙烯（1）的反应活性，在BF3·Et2存在下，它主要与醛发生烯反应生成醇2。或者，在二氯甲烷中使用更强的路易斯酸时，观察到1的Sakurai烯丙基化反应，专一性地生成E-三取代烯基硅烷3。
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