Enantioselective Intermolecular Addition of Aliphatic Amines to Acyclic Dienes with a Pd–PHOX Catalyst,Journal of the American Chemical Society

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Enantioselective Intermolecular Addition of Aliphatic Amines to Acyclic Dienes with a Pd–PHOX Catalyst
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2017-04-28 00:00:00 , DOI: 10.1021/jacs.7b03480
Nathan J. Adamson ₁ , Ethan Hull ₁ , Steven J. Malcolmson ₁

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We report a method for the catalytic, enantioselective intermolecular addition of aliphatic amines to acyclic 1,3-dienes. In most cases, reactions proceed efficiently at or below room temperature in the presence of 5 mol % of a Pd catalyst bearing a PHOX ligand, generating allylic amines in up to 97:3 er. The presence of an electron-deficient phosphine within the ligand not only leads to a more active catalyst but also is critical for achieving high site selectivity in the transformation.

中文翻译：

Pd-PHOX催化剂将脂族胺对映选择性分子间加成到无环二烯上

我们报告了一种方法，将脂族胺催化，对映选择性分子间加成至无环1,3-二烯。在大多数情况下，在5 mol％的带有PHOX配体的Pd催化剂存在下，反应可在室温或低于室温的条件下有效进行，从而生成高达97：3 er的烯丙基胺。配体中缺电子膦的存在不仅会导致催化剂活性更高，而且对于实现转化中的高位点选择性也至关重要。

更新日期：2017-05-20

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