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Ru-Catalyzed Asymmetric Synthesis of Chiral Primary Amines

有机合成与工艺文献分享 2024-12-19 09:01
文章摘要
本文报道了一种通过Ru(II)−C3- TunePhos催化剂在氢化条件下，从芳基烷基酮和乙酸铵直接合成手性苄基胺的方法。该方法能够实现高对映选择性，特别是对于乙酰苯衍生物，通常可以达到>90%的ee值。氟代、氯代和溴代乙酰苯衍生物以及烷基、甲氧基、氨基甲酸酯和三氟甲基取代基都能很好地耐受。然而，对于2-乙酰基呋喃和其环化衍生物，对映选择性有所降低。双烷基酮的表现不佳，产物仅达到20%的ee值。此外，该方法还展示了三种药物中间体的合成，S/C比达到500，反应效率没有显著下降。文章还披露了一种改进的C3-TunePhos配体的合成方法。
Ru-Catalyzed Asymmetric Synthesis of Chiral Primary Amines
查看文献： Asymmetric Synthesis of Chiral Primary Amines by Ruthenium-Catalyzed Direct Reductive Amination of Alkyl Aryl Ketones with Ammonium Salts and Molecular H2
查看期刊：Journal of the American Chemical Society
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