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Issue 13, 2013
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An efficient organocatalytic enantioselective Michael addition of aryl methyl ketones with 2-furanones: highly functionalized chiral 3,4-substituted lactones

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Abstract

The efficient asymmetric Michael addition reactions of aryl methyl ketones with 2-furanones were catalyzed by a simple and commercially available chiral 1,2-diphenyl-1,2-ethanediamine and p-TSA·H2O as cocatalyst with good yields (up to 95%) and excellent enantioselectivities (up to >99% ee). A bi-functional catalytic mechanism for the reaction was proposed.

Graphical abstract: An efficient organocatalytic enantioselective Michael addition of aryl methyl ketones with 2-furanones: highly functionalized chiral 3,4-substituted lactones

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Publication details

The article was received on 29 Jul 2012, accepted on 17 Dec 2012 and first published on 19 Dec 2012


Article type: Communication
DOI: 10.1039/C2CC35488H
Citation: Chem. Commun., 2013,49, 1333-1335
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    An efficient organocatalytic enantioselective Michael addition of aryl methyl ketones with 2-furanones: highly functionalized chiral 3,4-substituted lactones

    W. Wang, J. Wang, S. Zhou, Q. Sun, Z. Ge, X. Wang and R. Li, Chem. Commun., 2013, 49, 1333
    DOI: 10.1039/C2CC35488H

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