Synthesis of homoallylic sulphides and selenides by lewis acid mediated displacement reactions of sulphones
作者:Nigel S. Simpkins
DOI:10.1016/s0040-4020(01)80928-5
日期:1991.1
A number of α-seleno- and α-thio-substituted sulphones have been prepared, and subsequently reacted with allyltrimethylsilane, using EtAlCl2 as Lewis acid, to give homoallylic selenides or sulphides respectively. Some unsaturated substrates underwent an alternative cyclisation reaction to give substituted cyclohexane products, whereas in one case the use of a trimethylsilyloxydiene in place of allyltrimethylsilane
已经制备了许多α-硒代和α-硫代取代的砜,随后使用EtAlCl 2作为路易斯酸与烯丙基三甲基硅烷反应,分别得到均烯丙基硒化物或硫化物。一些不饱和的底物经历另一种环化反应,得到取代的环己烷产物,而在一种情况下,使用三甲基甲硅烷基氧化二烯代替烯丙基三甲基硅烷,产生了由串联取代基-Diels-Alder反应产生的二酮产物。