Product-catalyzed aldol reaction between trimethylsilyl enolates and aldehydes

被引:46
作者
Fujisawa, H
Nakagawa, T
Mukaiyama, T
机构
[1] Kitasato Inst, Ctr Basic Res, Kita Ku, Tokyo 1140003, Japan
[2] Kitasato Univ, Kitasato Inst Life Sci, Minato Ku, Tokyo 1088641, Japan
关键词
aldol reaction; autocatalysis; Lewis base; silicates; silyl ketene acetals;
D O I
10.1002/adsc.200404084
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Aldol reactions between trimethylsilyl ketene acetals and aldehydes by using a catalytic amount of alkoxide anion proceeded smoothly to afford the corresponding aldols in DMF, indicating that the initially-formed aldolate anion effectively worked to catalyze the reaction. The "product-catalyzed aldol reaction", a new class Lewis base-catalyzed aldol reaction, between trimethylsilyl ketene acetals and aldehydes was performed successfully by the use of aldolate anion as a Lewis base catalyst.
引用
收藏
页码:1241 / 1246
页数:6
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