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Synthesis of chiral sulfoximines derived from 3-aminoquinazolinones and their catalysis of enantioselective diethylzinc addition to aldehydes†
Semistan Karabuga,Murat Cakici,Cavit Kazaz,Ertan Sahin,Hamdullah Kilic,Sabri Ulukanli
Organic & Biomolecular Chemistry Pub Date : 08/31/2011 00:00:00 , DOI:10.1039/C1OB06205K
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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