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Issue 3, 2009
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What is the mechanism of amine conjugate additions to pyrazole crotonate catalyzed by thiourea catalysts?

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Abstract

Aminoindanol-derived thioureas catalyze proton transfer and do not stabilise anions in an asymmetric conjugate addition to pyrazole crotonate. Calculations show that the urea H-bonds play different roles in the preferred transition state and in the one leading to the minor enantiomer in the mechanism of hydroxy-thiourea catalyzed conjugate additions to pyrazole crotonates.

Graphical abstract: What is the mechanism of amine conjugate additions to pyrazole crotonate catalyzed by thiourea catalysts?

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Publication details

The article was received on 02 Oct 2008, accepted on 27 Oct 2008 and first published on 03 Dec 2008


Article type: Paper
DOI: 10.1039/B817283H
Citation: Org. Biomol. Chem., 2009,7, 483-487
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    What is the mechanism of amine conjugate additions to pyrazole crotonate catalyzed by thiourea catalysts?

    L. Simón and J. M. Goodman, Org. Biomol. Chem., 2009, 7, 483
    DOI: 10.1039/B817283H

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