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Issue 11, 2013
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A tertiary amine catalyzed carbocyclization sequence to furnish spirocyclo hexene systems having vicinal quaternary stereocenters

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Abstract

Two types of enolates can be formed stepwise from enolisable 1,3-dicarbonyl-substituted propene systems in the presence of catalytic amounts of 1,4-diazabicyclo[2.2.2]octane (DABCO) to accomplish a highly selective carbocyclization with β,γ-unsaturated α-keto esters, giving functionalized spiroketones with vicinal quaternary stereocenters.

Graphical abstract: A tertiary amine catalyzed carbocyclization sequence to furnish spirocyclo hexene systems having vicinal quaternary stereocenters

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Publication details

The article was received on 06 Oct 2012, accepted on 21 Nov 2012 and first published on 22 Nov 2012


Article type: Communication
DOI: 10.1039/C2CC37297E
Citation: Chem. Commun., 2013,49, 1124-1126
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    A tertiary amine catalyzed carbocyclization sequence to furnish spirocyclo hexene systems having vicinal quaternary stereocenters

    J. Duan, F. Cao, X. Wang and C. Ma, Chem. Commun., 2013, 49, 1124
    DOI: 10.1039/C2CC37297E

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