Boron-Catalyzed Direct Aldol Reactions of Pyruvic Acids

被引:79
|
作者
Lee, Doris [1 ]
Newman, Stephen G. [1 ]
Taylor, Mark S. [1 ]
机构
[1] Univ Toronto, Lash Miller Labs, Dept Chem, Toronto, ON M5S 3H6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
ORGANIC-REACTIONS; COMPLEX; WATER; CONDENSATION;
D O I
10.1021/ol902322r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Interactions between pyruvic acids and diphenylborinic acid form the basis of an efficient, direct, boron-catalyzed aldol reaction that takes place in water at room temperature with low catalyst loadings. Both boronic and borinic acids function as catalysts, with the latter demonstrating particularly high activity. A wide range of aldehydes, Including enolizable species, may be employed, delivering useful isotetronic acid derivatives in high yields.
引用
收藏
页码:5486 / 5489
页数:4
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