Issue 15, 2012

Organocatalytic enantioselective synthesis of 2,3-dihydropyridazines

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

Supplementary files

Article information

Article type
Communication
Submitted
25 Nov 2011
Accepted
09 Dec 2011
First published
12 Dec 2011

Chem. Commun., 2012,48, 2092-2094

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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