Asymmetric Hydrogenation of Imines via Metal–Organo Cooperative Catalysis

Weijun Tang; Jianliang Xiao

doi:10.1055/s-0033-1338603

Synthesis, Table of Contents

Synthesis 2014; 46(10): 1297-1302
DOI: 10.1055/s-0033-1338603

special topic

Asymmetric Hydrogenation of Imines via Metal–Organo Cooperative Catalysis

Weijun Tang

^aKey Laboratory of Applied Surface and Colloid Chemistry (Shaanxi Normal University), Ministry of Education and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710062, P. R. of China

,

Jianliang Xiao*

^aKey Laboratory of Applied Surface and Colloid Chemistry (Shaanxi Normal University), Ministry of Education and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710062, P. R. of China

^bDepartment of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK Fax: +44(151)7943588 Email: jxiao@liverpool.ac.uk

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Abstract

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Abstract

The combination of a chiral phosphoric acid with an iridium complex affords a catalyst that allows for highly enantioselective hydrogenation of imines. Mechanistic studies suggest that the hydrogenation proceeds through a ternary transition state at the hydride-transfer step, in which the organocatalyst interacts with both the hydride donor and acceptor.

Key words

asymmetric hydrogenation - Brønsted acids - iridium - cooperative catalysis - imines - amines

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References

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