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Issue 22, 2011
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Synthesis of chiral sulfoximines derived from 3-aminoquinazolinones and their catalysis of enantioselective diethylzinc addition to aldehydes

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Abstract

A series of sulfoxides were sulfoximinated using oxidative addition of 3-aminoquinazolinones by lead tetraacetate in the presence of hexamethyldisilazane. They were applied for the first time in catalytic enantioselective addition to aromatic aldehydes with a product enantiopurity (ee) of 92% in the case of 2-methoxybenzaldehyde.

Graphical abstract: Synthesis of chiral sulfoximines derived from 3-aminoquinazolinones and their catalysis of enantioselective diethylzinc addition to aldehydes

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Publication details

The article was received on 19 Jul 2011, accepted on 30 Aug 2011 and first published on 31 Aug 2011


Article type: Paper
DOI: 10.1039/C1OB06205K
Org. Biomol. Chem., 2011,9, 7887-7896

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    Synthesis of chiral sulfoximines derived from 3-aminoquinazolinones and their catalysis of enantioselective diethylzinc addition to aldehydes

    S. Karabuga, M. Cakici, C. Kazaz, E. Sahin, H. Kilic and S. Ulukanli, Org. Biomol. Chem., 2011, 9, 7887
    DOI: 10.1039/C1OB06205K

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