作者:Lorenzo Testaferri、Marcello Tiecco、Marco Tingoli、Donatella Chianelli
DOI:10.1016/s0040-4020(01)87301-4
日期:1986.1
Vinyl halides react with MeSeLi in DMF to afford vinyl methyl selenides which are demethylated by the excess of the MeSeLi; the vinyl selenide anions thus obtained react with acetyl chloride to give vinyl acetyl selenides. This three steps one pot synthesis occurs with complete retention of configuration. The vinyl acetyl selenides are cleanly fragmented by electron transfer to the vinyl selenide anions;
乙烯基卤化物在DMF中与MeSeLi反应,得到乙烯基甲基硒化物,然后通过过量的MeSeLi脱甲基;如此获得的亚乙烯基硒化物阴离子与乙酰氯反应,得到乙烯基乙酰硒化物。通过这三个步骤,可以在完全保留配置的情况下进行电位合成。乙烯基乙酰硒化物通过电子转移而干净地破碎成乙烯基硒化物阴离子。向所得溶液中添加碘产生具有构型保留的二乙烯基二硒化物。乙烯基乙酰硒化物向二乙烯基二硒化物的转化也可以通过催化量的钠在HMPA中的溶液或甲硫醇钠的诱导来诱导。