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Issue 28, 2014
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Organocatalytic enantioselective allylic alkylation of MBH carbonates with β-keto esters

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Abstract

The highly stereoselective allylic alkylation of Morita–Baylis–Hillman carbonates with β-ketoesters catalysed by β-ICD is described. The corresponding products containing two adjacent quaternary and tertiary carbon centers were obtained in good yields with high diastereoselectivity (up to 10 : 1 dr) and enantioselectivity (up to 95% ee).

Graphical abstract: Organocatalytic enantioselective allylic alkylation of MBH carbonates with β-keto esters

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Publication details

The article was received on 31 Mar 2014, accepted on 22 May 2014 and first published on 23 May 2014


Article type: Communication
DOI: 10.1039/C4OB00682H
Citation: Org. Biomol. Chem., 2014,12, 5071-5076
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    Organocatalytic enantioselective allylic alkylation of MBH carbonates with β-keto esters

    M. Kamlar, S. Hybelbauerová, I. Císařová and J. Veselý, Org. Biomol. Chem., 2014, 12, 5071
    DOI: 10.1039/C4OB00682H

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