Despite the broad interest in ferrocene containing compounds, ferrocenyl substrates have been employed in catalytic asymmetric settings only sporadically. Herein, catalytic asymmetric Povarov reactions with ferrocenecarbaldehyde‐derived N‐aryl imines are presented. This study demonstrates that the stereoelectronic properties of ferrocenyl imines do not preclude their engagement in enantioselective phosphoric acid catalysis: cycloadducts derived from benzyl N‐vinylcarbamate were obtained in good yields and nearly enantiopure form using 0.1 mol% of a standard Brønsted acid catalyst. Furthermore, it is shown that specific optimisation with some substrates allowed to lower the catalyst loading up to 10–20 parts‐per‐million, an unprecedented value for phosphoric acid catalysts. Such low loading protocol could be applied to a preparative scale reaction, and to imines derived from arylaldehydes.

中文翻译：

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二茂铁甲醛的亚胺的催化对映选择性Povarov反应–百万分之几荷重的Brønsted酸催化

尽管对含二茂铁的化合物有广泛的兴趣，但二茂铁底物仅偶尔地用于催化不对称设置中。本文介绍了二茂铁甲醛衍生的N-芳基亚胺的催化不对称Povarov反应。这项研究表明二茂铁亚胺的立体电子性质并不排除它们参与对映选择性磷酸催化：衍生自苄基N的环加合物使用0.1 mol％的标准布朗斯台德酸催化剂，可以以良好的收率和几乎对映纯的形式获得乙烯基氨基甲酸酯。此外，结果表明，通过对某些底物进行特定的优化，可将催化剂的负载量降低至百万分之10至20。这是磷酸催化剂的空前价值。这样的低载量规程可以应用于制备规模的反应以及衍生自芳基醛的亚胺。