A general approach to 3-azabicyclo[3.1.1]heptanes by reduction of spirocyclic oxetanyl nitriles was developed. The mechanism, scope, and scalability of this transformation were studied. The core was incorporated into the structure of the antihistamine drug Rupatidine instead of the pyridine ring, which led to a dramatic improvement in physicochemical properties.

中文翻译：

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3-氮杂双环[3.1.1]庚烷的一般合成及其作为饱和等排物的性质评估**

开发了一种通过还原螺环氧杂环丁腈制备 3-氮杂双环[3.1.1]庚烷的通用方法。研究了这种转变的机制、范围和可扩展性。该核心被纳入抗组胺药卢帕替丁的结构中，而不是吡啶环，这导致理化性质的显着改善。