Synfacts 2009(6): 0641-0641  
DOI: 10.1055/s-0029-1216780
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Scandium-Catalyzed Three-Component Kabachnik-Fields Reaction

Contributor(s): Mark Lautens, Jacki Kitching
X. Zhou, D. Shang, Q. Zhang, L. Lin, X. Liu, X. Feng*
Sichuan University, Chengdu and Lanzhou University, P. R. of China
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Publication History

Publication Date:
25 May 2009 (online)


The present paper describes a three-component Kabachnik-Fields reaction catalyzed by a chiral scandium(III)-N,N′-dioxide complex. The α-amino phosphonates were obtained in good yields and with high enantioselectivity. While catalytic asymmetric Kabachnik-Fields reactions have been previously reported (X. Cheng et al. Angew. Chem. Int. Ed. 2008, 47, 5079), advantages of this procedure are the mild reaction conditions and that the reaction was performed on a 5 mmol scale without loss of reactivity or enantioselectivity.