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Synfacts 2011(10): 1109-1109  
DOI: 10.1055/s-0030-1261136
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Arylation of Aliphatic Aldimines

Contributor(s): Mark Lautens, Stephen G. Newman
Z. Cui, H.-J. Yu, R.-F. Yang, W.-Y. Gao, C.-G. Feng*, G.-Q. Lin*
Shanghai Institute of Organic Chemistry and Northwest University, Xi’an, P. R. of China
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Publication History

Publication Date:
20 September 2011 (online)

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Significance

Chiral amines are immensely important functional groups found in many natural products and pharmaceuticals. Rhodium-catalyzed enantioselective arylation of aryl imines has become an efficient method for preparing α-aryl­amines. The use of alkyl imines is much less well developed, due to their instability and tendency to undergo imine-enamine tautomerization. In the present communication, the authors disclose a highly enantioselective arylation of aliphatic ald­imines using a chiral rhodium-diene complex. ­Excellent yields and enantioselectivities are obtained.