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Issue 56, 2014
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Catalytic hetero-ene reactions of 5-methyleneoxazolines: highly enantioselective synthesis of 2,5-disubstituted oxazole derivatives

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Abstract

An efficient catalytic asymmetric hetero-ene reaction of 5-methyleneoxazolines with 1,2-dicarbonyl compounds (including α-ketoesters and glyoxal derivatives) was realized using Ni(II)–N,N′-dioxide complexes as the catalysts. It provides a rapid, high yielding (up to 99%) route for the preparation of 2,5-disubstituted oxazole derivatives in a highly enantioenriched form (up to >99% ee) under mild conditions.

Graphical abstract: Catalytic hetero-ene reactions of 5-methyleneoxazolines: highly enantioselective synthesis of 2,5-disubstituted oxazole derivatives

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Publication details

The article was received on 16 Apr 2014, accepted on 21 May 2014 and first published on 02 Jun 2014


Article type: Communication
DOI: 10.1039/C4CC02809K
Citation: Chem. Commun., 2014,50, 7524-7526
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    Catalytic hetero-ene reactions of 5-methyleneoxazolines: highly enantioselective synthesis of 2,5-disubstituted oxazole derivatives

    W. Luo, J. Zhao, C. Yin, X. Liu, L. Lin and X. Feng, Chem. Commun., 2014, 50, 7524
    DOI: 10.1039/C4CC02809K

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