Synfacts 2011(9): 0975-0975  
DOI: 10.1055/s-0030-1261008
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Diastereoselective Rhodium-Catalyzed Switchable Three-Component Couplings

Contributor(s): Mark Lautens, Hasnain A. Malik
J. Ji, X. Zhang, Y. Zhu, Y. Qian, J. Zhou, L. Yang, W. Hu*
East China Normal University, Shanghai, P. R. of China
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Publication History

Publication Date:
19 August 2011 (online)


The authors report a diastereoselective rhodium-catalyzed three-component reaction using aryldiazoacetates, benzyl alcohols, and β,γ-unsaturated α-keto esters. The diastereoselectivity observed is switchable and predicated on the co-catalyst used (InBr3 vs. AgBF4). The authors claim the origin of the diastereoselectivity switch to lie in ‘chelation and non-chelation modes’ of control.