Preparation of (E)-1-aryl-3,3,3-trifluoro-1,2-di(trimethylsilyl)-1-propenes via stereoselective bissilylation of trifluoromethyl aryl acetylenes and electrophilic substitution of its TMS groups
作者:Toshimasa Katagiri、Hayato Nakanishi、Kenichi Ohno、Takayuki Seiki、Akira Isobe、Keisuke Kataoka、Kenji Uneyama
DOI:10.1016/j.tet.2011.03.005
日期:2011.4
opene was prepared from aryl trifluoromethyl acetylenes via reductive bissilylation by TMSCl/Mg in good yields. The silyl groups of (E)-3,3,3-trifluoro-1,2-di(trimethylsilyl)-1-phenyl-1-propene were substituted by electrophiles in both a stepwise and stereoselective (and/or stereospecific) manner. This compound could be a building block for preparations of substituted trifluoropropenes.
描述了(E)-1-芳基-3,3,3-三氟-1,2-二(三甲基甲硅烷基)-1-丙烯的制备和反应。(E)-1-芳基-3,3,3-三氟-1,2-二(三甲基甲硅烷基)-1-丙烯由芳基三氟甲基乙炔经TMCSI / Mg通过还原性双甲硅烷基化反应以高收率制备。(E)-3,3,3-三氟-1,2-二(三甲基甲硅烷基)-1-苯基-1-丙烯的甲硅烷基被亲电试剂以逐步和立体选择性(和/或立体特异性)方式取代。该化合物可能是制备取代的三氟丙烯的基础。