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

被引:7
|
作者
Karabuga, Semistan [2 ]
Cakici, Murat [3 ]
Kazaz, Cavit [3 ]
Sahin, Ertan [3 ]
Kilic, Hamdullah [3 ]
Ulukanli, Sabri [1 ]
机构
[1] Osmaniye Korkut Ata Univ, Fac Sci & Letters, Dept Chem, TR-80000 Osmaniye, Turkey
[2] Kahramanmaras Sutcu Imam Univ, Fac Sci & Letters, Dept Chem, TR-46100 Kahramanmaras, Turkey
[3] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey
关键词
CONTROLLED DIASTEREOSELECTIVE AZIRIDINATION; TRANSITION-STATE GEOMETRY; ASYMMETRIC-SYNTHESIS; C-1-SYMMETRIC AMINOSULFOXIMINES; BUTHIONINE SULFOXIMINE; STYRENE DERIVATIVES; LIGANDS; ALKENES; BENZOTHIAZINES; 3-ACETOXYAMINOQUINAZOLINONES;
D O I
10.1039/c1ob06205k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:7887 / 7896
页数:10
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