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Issue 41, 2016
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Deciphering the roles of multiple additives in organocatalyzed Michael additions

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Abstract

The synergistic effects of multiple additives (water and acetic acid) on the asymmetric Michael addition of acetone to nitrostyrene catalyzed by primary amine-thioureas (PAT) were precisely determined. Acetic acid facilitates hydrolysis of the imine intermediates, thus leading to catalytic behavior, and minimizes the formation of the double addition side product. In contrast, water slows down the reaction but minimizes catalyst deactivation, eventually leading to higher final yields.

Graphical abstract: Deciphering the roles of multiple additives in organocatalyzed Michael additions

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Publication details

The article was received on 01 Feb 2016, accepted on 25 Apr 2016 and first published on 25 Apr 2016


Article type: Communication
DOI: 10.1039/C6CC01026A
Chem. Commun., 2016,52, 6821-6824

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    Deciphering the roles of multiple additives in organocatalyzed Michael additions

    Z. I. Günler, X. Companyó, I. Alfonso, J. Burés, C. Jimeno and M. A. Pericàs, Chem. Commun., 2016, 52, 6821
    DOI: 10.1039/C6CC01026A

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