Bifunctional Catalysis: Direct Reductive Amination of Aliphatic Ketones with an Iridium-Phosphate Catalyst

Molecules

Barbara Villa-Marcos¹  Chaoqun Li¹  Keith R. Mulholland¹  Philip J. Hogan¹ 

[1] ¹Liverpool Centre for Materials and Catalysis, Department of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK ²AstraZeneca, Silk Road Business Park, Macclesfield, SK10 2NA, UK

^† Dedicated to the memory of Professor José M. Concelló

关键词: reductive amination;    asymmetric hydrogenation;    bifunctional catalyst;    aliphatic ketones;    chiral amines;   

DOI  :  10.3390/molecules15042453

来源: mdpi

【 摘 要 】

Chiral amines are one of the ubiquitous functional groups in fine chemical, pharmaceutical and agrochemical products, and the most convenient, economical, and eco-benign synthetic pathway to these amines is direct asymmetric reductive amination (DARA) of prochiral ketones. This paper shows that a wide range of aliphatic ketones can be directly aminated under hydrogenation conditions, affording chiral amines with good to excellent yields and with enantioselectivities up to 96% ee. The catalysis is effected by the cooperative action of a cationic Cp*Ir(III) complex and its phosphate counteranion.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.