Synthesis 2014; 46(10): 1297-1302
DOI: 10.1055/s-0033-1338603
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© Georg Thieme Verlag Stuttgart · New York

Asymmetric Hydrogenation of Imines via Metal–Organo Cooperative Catalysis

Weijun Tang
a   Key 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*
a   Key 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
b   Department of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK   Fax: +44(151)7943588   eMail: jxiao@liverpool.ac.uk
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Publikationsverlauf

Received: 19. Januar 2014

Accepted after revision: 12. Februar 2014

Publikationsdatum:
14. März 2014 (online)


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.