explored. Substitution on the alkene and at the allylic position was well tolerated, providing the bicyclic products in high yields. Additionally, the IMSS reaction allowed a highly diastereoselective synthesis of a 5-3-5 fused tricycloalkane. These studies will have implications for the use of substituted carbenoids in cyclopropanation reactions and for directed cyclopropanation reactions as well as in
已经开发了分子内 Simmons-Smith (IMSS)
环丙烷化,为构建取代的双环
烷烃提供了一种新方法。首先,以高收率制备了含有
烯丙醇的功能化的偕二
碘烷烃。然后研究了分子内环化形成不同环大小的过程,并证明可以成功合成
双环[3.1.0]己烷和
双环[4.1.0]庚烷。更大的链长导致含末端烯烃的产物。Analysis of the product distribution for the different ring sizes and under various reaction conditions provided insight into the reactivity of substituted zinc carbenoids, and by the appropriate choice of conditions cyclopropanation could be promoted