DIASTEREOSELECTIVE ADDITION OF ALPHA-SULFINYL ESTER ENOLATE WITH BENZALDIMINES POSSESSING AN ELECTRON-WITHDRAWING GROUP AT THE NITROGEN ATOM

被引:10
作者
SHIMIZU, M [1 ]
KOORIYAMA, Y [1 ]
FUJISAWA, T [1 ]
机构
[1] MIE UNIV, DEPT CHEM MAT, TSU, MIE 514, JAPAN
关键词
D O I
10.1246/cl.1994.2419
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of optically pure alpha-sulfinyl ester enolate with benzaldimines possessing an electron withdrawing group at the nitrogen atom gave beta-amino ester in both enantiomeric forms in satisfactory optical and chemical yields (up to 94%ee), in which the changeover of the diastereofacial selectivity was induced by suitable choice of the protecting group at the nitrogen and the use of additives.
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页码:2419 / 2422
页数:4
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