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Issue 81, 2013
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Organocatalyzed asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactam

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Abstract

Highly efficient asymmetric vinylogous 1,6-Michael addition of α,β-unsaturated γ-butyrolactam to 3-methyl-4-nitro-5-alkenyl-isoxazoles and Michael addition to trichloromethyl ketones by using a chiral quinine-derived squaramide organocatalyst were described, giving products with high diastereo- and enantioselectivities (up to >25 : 1 dr and 96% ee).

Graphical abstract: Organocatalyzed asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactam

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Publication details

The article was received on 30 May 2013, accepted on 15 Aug 2013 and first published on 15 Aug 2013


Article type: Communication
DOI: 10.1039/C3CC44059A
Citation: Chem. Commun., 2013,49, 9329-9331
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    Organocatalyzed asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactam

    J. Zhang, X. Liu, X. Ma and R. Wang, Chem. Commun., 2013, 49, 9329
    DOI: 10.1039/C3CC44059A

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