Issue 22, 2011
From the journal:

Organic & Biomolecular Chemistry

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

Semistan Karabuga,a   Murat Cakici,b   Cavit Kazaz,b   Ertan Sahin,b   Hamdullah Kilicb  and  Sabri Ulukanli*c  

* Corresponding authors

a Department of Chemistry, Faculty of Science and Letters, Kahramanmaras Sutcu Imam University, Kahramanmaras, Turkey

b Department of Chemistry, Faculty of Science, Ataturk University, Erzurum, Turkey

c Department of Chemistry, Faculty of Science and Letters, Osmaniye Korkut Ata University, Karacaoglan Campus, Osmaniye, Turkey
E-mail: sabriulukanli@osmaniye.edu.tr
Fax: 0090 3288251030
Tel: 0090 3288271000

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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Article information

DOI
https://doi.org/10.1039/C1OB06205K
Article type
Paper
Submitted
19 Jul 2011
Accepted
30 Aug 2011
First published
31 Aug 2011

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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