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Issue 15, 2012
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Organocatalytic enantioselective synthesis of 2,3-dihydropyridazines

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Abstract

We have developed an efficient procedure for the easy and straightforward preparation of functionalized dihydropyridazines as highly enantiopure materials by reaction of pyruvaldehyde 2-tosyl hydrazone with a variety of α,β-unsaturated aldehydes using a chiral secondary amine as catalyst. The overall process consists of a cascade reaction involving an initial aza-Michael reaction, in which the stereocentre is installed, followed by an intramolecular aldol reaction/dehydration step.

Graphical abstract: Organocatalytic enantioselective synthesis of 2,3-dihydropyridazines

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Publication details

The article was received on 25 Nov 2011, accepted on 09 Dec 2011 and first published on 12 Dec 2011


Article type: Communication
DOI: 10.1039/C2CC17370K
Citation: Chem. Commun., 2012,48, 2092-2094

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    Organocatalytic enantioselective synthesis of 2,3-dihydropyridazines

    M. Fernández, J. L. Vicario, E. Reyes, L. Carrillo and D. Badía, Chem. Commun., 2012, 48, 2092
    DOI: 10.1039/C2CC17370K

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