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Issue 9, 2013
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An organocatalytic asymmetric double Michael cascade reaction of unsaturated ketones and unsaturated pyrazolones: highly efficient synthesis of spiropyrazolone derivatives

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Abstract

The first organocatalytic double Michael cascade reaction between unsaturated ketones and unsaturated pyrazolones has been developed which provides spiropyrazolone core structures containing two interval or three consecutive stereogenic centers with excellent diastereo- (>20 : 1) and enantioselectivities (up to 99% ee). Moreover, a pair of enantiomers 5 and 5′ can be achieved via different catalysts.

Graphical abstract: An organocatalytic asymmetric double Michael cascade reaction of unsaturated ketones and unsaturated pyrazolones: highly efficient synthesis of spiropyrazolone derivatives

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Publication details

The article was received on 27 Oct 2012, accepted on 10 Dec 2012 and first published on 11 Dec 2012


Article type: Communication
DOI: 10.1039/C2OB27095A
Org. Biomol. Chem., 2013,11, 1441-1445

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    An organocatalytic asymmetric double Michael cascade reaction of unsaturated ketones and unsaturated pyrazolones: highly efficient synthesis of spiropyrazolone derivatives

    J. Liang, Q. Chen, L. Liu, X. Jiang and R. Wang, Org. Biomol. Chem., 2013, 11, 1441
    DOI: 10.1039/C2OB27095A

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