A synthesis of the 2-azatricyclo[4.3.2.04,9]undecane ring system-a hitherto unreported bridged azatricyclic ring system-beginning from tricarbonyl(tropone)iron and allylamine was accomplished in three steps: (1) aza-Michael addition of allylamine to tricarbonyl(tropone)iron; (2) Boc-protection of the resulting secondary amine; and (3) oxidative demetallation leading to a spontaneous intramolecular Diels-Alder reaction. The effect of a variety of parameters on the intramolecular Diels-Alder reaction was investigated, including diene and dienophile substitution patterns and dienophile tether length.

中文翻译：

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通过Tropone合成进入2-氮杂三环[4.3.2.04,9]十一烷环系。

由三羰基（托普酮）铁和烯丙胺开始的2-氮杂三环[4.3.2.04,9]十一烷环体系的合成-迄今未报道的桥连氮杂三环体系的合成，分三个步骤进行：（1）烯丙胺的氮杂-迈克尔加成生成三羰基（托乐酮）铁；（2）对所得仲胺进行Boc-保护；（3）氧化脱金属，导致自发的分子内Diels-Alder反应。研究了各种参数对分子内Diels-Alder反应的影响，包括二烯和亲二烯体的取代方式以及亲二烯体的链长。