Recent Advances in the Development of Chiral Metal Catalysts for the Asymmetric Hydrogenation of Ketones

Abstract

This review describes recent advances in the development of chiral metal catalysts for the asymmetric hydrogenation of ketones to give chiral alcohols, important building blocks for biologically active substances such as pharmaceuticals and natural products. Chiral ruthenium-diphosphine/diamine complexes have received intensive study and many efficient chiral ruthenium catalysts bearing chiral diphosphine and diamine ligands have been developed over the past few decades. In addition, chiral ruthenium, iridium, osmium, iron, copper, and palladium complexes with various chiral ligands have also emerged as highly efficient chiral metal catalysts for the asymmetric hydrogenation of ketones. A wide range of ketones are hydrogenated using these chiral metal catalysts to give chiral alcohols with excellent enantioselectivity with high turnover numbers (TONs) and turnover frequencies (TOFs). 1 Introduction 2 Chiral Ruthenium Catalysts 3 Chiral Iridium Catalysts 4 Other Chiral Metal Catalysts 5 Conclusion and Outlook Key words asymmetric hydrogenation, chiral alcohols, chiral metal catalysts, enantioselectivity, ketones Jian-Hua Xie was born in 1968. He received his Ph.D. in 2003 under the supervision of Professor Qi-Lin Zhou at the Institute of Elemento-Organic Chemistry, Nankai University. He then worked at the same institute and was promoted to associate professor in 2005 and then to full professor in 2010. In 2007, he spent one year as a postdoctoral fellow in Prof. Michael Doyle's group at Maryland University. His research interests focus on asymmetric catalysis and the asymmetric synthesis of natural products and chiral drugs. Deng-Hui Bao was born in Hubei Province, China, in 1988. He received his B.S. degree in chemistry from Wuhan University in 2010. He is now studying at the Institute of Elemento-organic Chemistry under the supervision of Prof. Qi-Lin Zhou at Nankai University. His research interests focus on asymmetric catalysis and the synthesis of biologically active compounds. Qi-Lin Zhou obtained his Ph.D. from the Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences in 1987. After several years of postdoctoral research (with Prof. Klaus Müllen, Prof. Andreas Pfaltz, and Prof. Michael Doyle), he started his independent research at the East China University of Science and Technology, China in 1996. In 1999, he moved to the Institute of Elemento-organic Chemistry, Nankai University as Cheung Kong Scholar. His research interests include organometallics, asymmetric catalysis, and the synthesis of biologically active compounds.

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