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Issue 12, 2010
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Efficient direct asymmetric vinylogous Michael addition reactions of γ-butenolides to chalcones catalyzed by vicinal primary-diamine salts

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Abstract

The first direct organocatalytic asymmetric vinylogous Michael addition reactions of γ-butenolides to chalcones have been developed by using chiral 1,2-diaminocyclohexane as a novel organocatalyst via a di-iminium transition state to provide syn-Michael products with good yields, high diastereoselectivities and enantioselectivities (up to 78% yield, >99 : 1 dr and 96% ee).

Graphical abstract: Efficient direct asymmetric vinylogous Michael addition reactions of γ-butenolides to chalcones catalyzed by vicinal primary-diamine salts

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Publication details

The article was received on 16 Nov 2009, accepted on 03 Feb 2010 and first published on 19 Feb 2010


Article type: Communication
DOI: 10.1039/B923925A
Chem. Commun., 2010,46, 2124-2126

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    Efficient direct asymmetric vinylogous Michael addition reactions of γ-butenolides to chalcones catalyzed by vicinal primary-diamine salts

    J. Wang, C. Qi, Z. Ge, T. Cheng and R. Li, Chem. Commun., 2010, 46, 2124
    DOI: 10.1039/B923925A

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