A variety of functionalized cage compounds and D₃-trishomocubane derivatives have been assembled via the Diels–Alder strategy, with reductive cleavage of the cyclopropane ring and metal promoted ring rearrangement as key steps. We have installed the gem-dimethyl moiety on the norbornane ring system containing a cage framework by a late-stage synthetic manipulation involving the hydrogenolysis of the cyclopropane ring with the aid of Adams’ catalyst (PtO₂). Several cage molecules containing methyl substituents were synthesized by starting with inexpensive and commercially available materials such as 2,3-dimethylhydroquinone, Zn/AcOH, and endo-dicyclopentadiene. These cage pentacycloundecane frameworks assembled here are difficult to synthesize by conventional routes. Some of these gem-dimethyl cage systems and D₃-trishomocubane derivative was firmly supported on the basis of single-crystal X-ray diffraction studies.

通过Diels–Alder策略组装了各种功能化的笼状化合物和D ₃ -trishomocubane衍生物，其中关键步骤是还原还原环丙烷环和金属促进的环重排。我们已通过涉及亚当斯催化剂（PtO ₂）对环丙烷环进行氢解的后期合成操作，在含有笼型骨架的降冰片烷环系统上安装了宝石-二甲基部分。含有甲基取代基几笼分子通过用廉价的和可商购的材料，例如2,3-二甲基氢醌，锌/ AcOH中，并开始合成内切-二环戊二烯。在此组装的这些笼型五环十一烷骨架很难通过常规路线合成。在单晶X-射线衍射研究的基础上，这些宝石-二甲基笼系统和D _3-三溴古铜衍生物中的一些得到了牢固的支持。