Carbon-Carbon Bond Formation by Selective Coupling of Alkylthioallylcopper Reagent with Allylic Halides
作者:Koichiro Oshima、Hisashi Yamamoto、Hitosi Nozaki
DOI:10.1246/bcsj.48.1567
日期:1975.5
The reaction of 1-alkylthioallylcopper reagents with allylic halides affords the SN2′ type substitution product in excellent yield. The more synthetically useful reagent, 1,3-bis(methylthio)allylcopper reagent behaves in the same fashion. Attempts to hydrolyze the vinyl sulfide moiety to an aldehyde unit is successful only in the latter case. Yomogi alcohol is synthesized stereospecifically in the
1-烷基硫代烯丙基铜试剂与烯丙基卤化物的反应以优异的产率提供SN2'型取代产物。更有用的合成试剂,1,3-双(甲硫基)烯丙基铜试剂以相同的方式表现。将乙烯基硫化物部分水解为醛单元的尝试仅在后一种情况下成功。根据这些结果立体定向合成 Yomogi 醇。