Organocatalytic Asymmetric Multicomponent Reactions

Combinations of enamine-iminium ion activations together with other organo-catalytic activations in asymmetric organocatalytic domino and multicomponent reactions have been developed to achieve the enantioselective consecutive formation of two or more bonds in a stereoselective fashion. 

For selected reviews on organocatalyzed MCRs, see (a) G. GuiUena, D. J. Ramon, M. Yus, Tetrahedron Asymmetry 2007, 18, 693-700. Organocatalytic enantioselective multicomponent reactions (OEMCRs). (b) H. PeUissier, Adv. Synth. Catal. 2012, 354, 237-294. Recent developments in asymmetric... 

ORGANOCATALYTIC ASYMMETRIC MULTICOMPONENT REACTIONS Formal [3+3] cycloaddition... 

X. Li, Y. Zhao, H. Qu, Z. Mao, X. Lin, Chem. Commun. 2013,49, 1401-1403. Organocatalytic asymmetric multicomponent reactions of aromatic aldehydes and anilines with P-ketoesters facile and atom-economical access to chiral tetrahydropyridines. 

L. Tian, X.-Q. Hu, Y.-H. Li, P.-F. Xu, Chem. Commun. 2013, 49, 7213-7215. Organocatalytic asymmetric multicomponent cascade reaction via 1,3-proton shift and [3-t2] cycloaddition an efficient strategy for the synthesis of oxindole derivatives. 

The first multicomponent organocatalytic asymmetric aziridination reaction was reported very recently by Wulff et al. They synthesized chiral aziridine carboxyhc ester 174 with excellent yield and stereoselectivity starting from aromatic or aliphatic aldehyde 171, primary amine 172, and diazo compound 173 (Scheme 40.34). The in MtM-generated... 

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