Combined Role of the Asymmetric Counteranion-Directed Catalysis (ACDC) and Ionic Liquid Effect for the Enantioselective Biginelli Multicomponent Reaction
Haline G. O. Alvim, Danielle L. J. Pinheiro, Valter H. Carvalho-Silva, Mariana Fioramonte, Fabio C. Gozzo, Wender A. da Silva, Giovanni W. Amarante*, Brenno A. D. Neto*
*Campus Universitário São Pedro, Juiz de Fora, Minas Gerais
36036-900; Campus Universitário Darcy Ribeiro, P.O. Box 4478, Brasília, Distrito Federal 70904-970, Brazil,
Email: giovanni.amarante
ufjf.edu.br, brenno.ipigmail.com
H. G. O. Alvim D. L. J. Pinheiro, V. H. Carvalho-Silva, M. Fioramonte, F. C. Gozzo, W. A. da Silva, G. W. Amarante, B. A. D. Neto, J. Org. Chem., 2018, 83, 12143-12153.
DOI: 10.1021/acs.joc.8b02101
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Abstract
Chiral task-specific ionic liquids bearing chiral anions as the catalysts enable an enantioselective multicomponent Biginelli reaction. A combined role of asymmetric counteranion-directed catalysis (ACDC) and ionic liquid effect (ILE) for the chiral induction in the Biginelli multicomponent reaction is demonstrated.
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proposed mechanism
Key Words
Biginelli reaction, multicomponent reactions, organocatalysis
ID: J42-Y2018
