Divergent Synthesis of β‐Hydroxy Amides (Esters) and γ‐Amino Alcohols via Ir/f‐Diaphos Catalyzed Asymmetric Hydrogenation

The iridium/f‐diaphos L2 or L9 catalyzed asymmetric hydrogenation of β‐aryl β‐keto amides (esters), and β‐amino ketones to afford two enantiomers of the desired chiral alcohols was realized with 90%‐99% yield and 73%‐99% ee. This protocol could be easily conducted on gram scale in the presence of lo...

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Veröffentlicht in:Advanced synthesis & catalysis 2022-09, Vol.364 (17), p.3074-3080
Hauptverfasser: Zhao, Xianghua, Yang, Zehui, Cheng, Yuqi, Huang, An, Hu, Fangyuan, Ling, Fei, Zhong, Weihui
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Sprache:eng
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Zusammenfassung:The iridium/f‐diaphos L2 or L9 catalyzed asymmetric hydrogenation of β‐aryl β‐keto amides (esters), and β‐amino ketones to afford two enantiomers of the desired chiral alcohols was realized with 90%‐99% yield and 73%‐99% ee. This protocol could be easily conducted on gram scale in the presence of low catalyst loading (up to 9900 TON). Moreover, the hydrogenated products are versatile building blocks for a variety of biologically active molecules and drugs, such as Fluoxetine, Dapoxetine and so on.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202200524