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

Karabuga S., ÇAKICI M., KAZAZ C., ŞAHİN E., KILIÇ H., Ulukanli S.

ORGANIC & BIOMOLECULAR CHEMISTRY, vol.9, no.22, pp.7887-7896, 2011 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 9 Issue: 22
  • Publication Date: 2011
  • Doi Number: 10.1039/c1ob06205k
  • Journal Name: ORGANIC & BIOMOLECULAR CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.7887-7896
  • Ataturk University Affiliated: Yes

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.