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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.
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页码:5486 / 5489
页数:4
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