[reaction: see text] Coupling of N-Boc-7-bromo-2-azabicyclo[2.2.1]heptane with aryl and pyridyl boronic acids incorporates aryl and heterocyclic substituents at the 7-position and leads to a preference for syn over anti stereoisomers. Incorporation of a chloropyridyl group followed by N-deprotection gives syn-isoepibatidine. Facial selectivity in attack on 7-keto-2-azanorbornanes depends heavily on the N-protecting group leading to the first syn-7-hydroxy-2-azabicyclo[2.2.1]heptane derivative.

中文翻译：

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合成syn-7-取代的2-氮杂降冰片烷作为潜在的烟碱类激动剂的方法；合成正-和异-异表巴替丁。

[反应：请参阅文本] N-Boc-7-溴-2-氮杂双环[2.2.1]庚烷与芳基和吡啶基硼酸的偶联在7位上结合了芳基和杂环取代基，导致反义上的反式优先于反式立体异构体。引入氯吡啶基，然后进行N-脱保护得到顺式异表巴丁啶。攻击7-酮-2-氮杂降冰片烷的面部选择性在很大程度上取决于N-保护基团，从而导致第一个syn-7-羟基-2-氮杂双环[2.2.1]庚烷衍生物。