Herein, we report the synthesis of the enantiomers of trinorbornane, a tetracyclic saturated hydrocarbon with the chemical formula C₁₁H₁₆. The preparation of these rigid carbon scaffolds was enabled by the successful chiral separation of its tricyclic precursor, thus allowing the enantiomers to be synthesized through a reductive radical cyclization reaction. Assignment of the absolute conformation of the enantiomers was achieved through VCD experiments. Further, we report an alternative cyclization procedure providing access to hydroxyl and phenyl sulfone functionalized trinorbornanes.

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三降冰片烷的对映体及其衍生物

在本文中，我们报告了三降冰片烷的对映异构体的合成，三降冰片烷是具有化学式C ₁₁ H ₁₆的四环饱和烃。这些刚性碳骨架的制备可通过其三环前体的成功手性分离而实现，从而使对映异构体通过还原性自由基环化反应合成。对映体的绝对构象的分配是通过VCD实验实现的。此外，我们报告了一种替代的环化程序，可提供对羟基和苯砜官能化的降冰片烷的访问。