Asymmetric Direct Vinylogous Michael Reaction Catalyzed by Self-Assembled Organocatalyst

REFERENCES

• (a) Enders , D. ; Seki , A. Proline-catalyzed enantioselective Michael additions of ketones to nitrostyrene . Synlett 2002 , 26 ; (b) Okino , T. ; Hoashi , Y. ; Takemoto , Y. Enantioselective Michael reaction of malonates to nitroolefins catalyzed by bifunctional organocatalysts . J. Am. Chem. Soc. 2003 , 125 , 12672 ; (c) Wang , J. ; Li , H. ; Duan , W. ; Zu , L. S. ; Wang , W. Organocatalytic asymmetric Michael addition of 2,4-pentandione to nitroolefins . Org. Lett. 2005 , 7 , 4713 ; (d) Wu , F. ; Li , H. ; Hong , R. ; Deng , L. Construction of quaternary stereocenters by eEfficient and practical conjugate additions to,β-unsaturated ketones with a chiral organic catalyst . Angew. Chem. 2006 , 118 , 961 .
   Google Scholar
• (a) Sibi , M. P. ; Manyem , S. Enantioselective conjugate additions . Tetrahedron 2000 , 56 , 8033 ; (b) Krause , N. ; Hoffmann-Roder , A. Recent advances in catalytic enantioselective Michael additions . Synthesis 2001 , 171 ; (c) Dalko , P. I. ; Moisan , L. In the golden age of organocatalysis . Angew. Chem., Int. Ed. 2004 , 43 , 5138 .
   Web of Science ®Google Scholar
• (a) Xie , J. W. ; Yue , L. ; Xue , D. ; Ma , X. L. ; Chen , Y. C. ; Wu , Y. ; Zhu , J. ; Deng , J. G. Organocatalytic and direct asymmetric vinylogous Michael addition of α, α-dicyanoolefins to α,β-unsaturated aldehydes . Chem. Commun. 2006 , 1563 ; (b) Xue , D. ; Chen , Y. C. ; Cun , L. F. ; Wang , Q. W. ; Zhu , J. ; Deng , J. G. Asymmetric direct vinylogous Michael reaction of activated alkenes to nitroolefins catalyzed by modified cinchona alkaloids . Org. Lett. 2005 , 7 , 5293 ; (c) Jiang , L. ; Zheng , H. T. ; Liu , T. Y. ; Yue , L. ; Chen , Y. C. Asymmetric direct vinylogous carbon-carbon bond formation catalyzed by bifunctional organocatalysts . Tetrahedron 2007 , 63 , 5123 ; (d) Lu , J. ; Zhou , W. J. ; Liu , F. ; Loh , T. P. Organocatalytic and enantioselective direct vinylogous Michael addition to maleimides . Adv. Synth. Catal. 2008 , 350 , 1796 ; (e) Lu , J. ; Liu , F. ; Loh , T. P. Enantioselective Michael addition of dicyanoolefins to α,β-unsaturated aldehydes in aqueous medium . Adv. Synth. Catal. 2008 , 350 , 1781 ; (f) Xiong , X. F. ; Jia , Z. J. ; Du , W. ; Jiang , K. ; Liu , T. Y. ; Chen , Y. C. Merging chiral organocatalysts: Enantio- and diastereoselective direct vinylogous Mannich reaction of alkylimines . Chem. Commun. 2009 , 6994 .
   Web of Science ®Google Scholar
• (a) Pihko , P. M. Activation of carbonyl compounds by double hydrogen bonding: An emerging tool in asymmetric catalysis . Angew. Chem., Int. Ed. 2004 , 43 , 2062 ; (b) Connon , S. T. Organocatalysis mediated by (thio)urea derivatives . Chem.-Eur. J. 2006 , 12 , 5418 ; (c) Taylor , M. S. ; Jacobsen , E. N. Asymmetric catalysis by chiral hydrogen-bond donors . Angew. Chem., Int. Ed. 2006 , 45 , 1520 .
   PubMed Web of Science ®Google Scholar
• (a) Yang , F. ; Zhao , D. B. ; Lan , J. B. ; Xi , P. H. ; Yang , L. ; Xiang , S. H. ; You , J. S. Self-assembled bifunctional catalysis induced by metal coordination interactions: An exceptionally efficient approach to enantioselective hydrophosphonylation . Angew. Chem. Int. Ed. 2008 , 47 , 5646 ; (b) Mandal , T. ; Zhao , C. G. Modularly designed organocatalytic assemblies for direct nitro-Michael addition reactions . Angew. Chem. Int. Ed. 2008 , 47 , 7714 ; (c) Reis , Ö. ; Eymur , S. ; Reis , B. ; Demir , A. S. Direct enantioselective aldol reactions catalyzed by a proline–thiourea host–guest complex . Chem. Commun. 2009 , 1088 .
   PubMed Web of Science ®Google Scholar