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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.
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页码:7887 / 7896
页数:10
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