STEREO-MODULATING CATALYSIS BY EUROPIUM(III) COMPLEXES IN ALDOL REACTIONS OF CHIRAL ALPHA-ALKOXY ALDEHYDES WITH KETENE SILYL ACETALS

被引:26
作者
TERADA, M [1 ]
GU, JH [1 ]
DEKA, DC [1 ]
MIKAMI, K [1 ]
NAKAI, T [1 ]
机构
[1] TOKYO INST TECHNOL, DEPT CHEM TECHNOL, MEGURO KU, TOKYO 152, JAPAN
关键词
D O I
10.1246/cl.1992.29
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Eu(fod)3- or Eu(dppm)3-catalyzed aldol reactions of the four chiral alpha-alkoxy aldehydes having different protecting groups with (E)- or (Z)-ketene silyl acetals are shown to provide the high levels of diastereocontrol, the sense depending on the nature of the protecting group. The catalytic stereo-modulation is explained in terms of the mode of aldehyde/catalyst complexation (chelation vs. nonchelation).
引用
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页码:29 / 32
页数:4
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