Department of Chemistry, Lash Miller Laboratories, University of Toronto 80 St. George Street, Toronto ON M5S 3H6, Canada.
Org Lett. 2009 Dec 3;11(23):5486-9. doi: 10.1021/ol902322r.
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.
丙酮酸和二苯硼酸之间的相互作用构成了高效、直接的硼催化Aldol 反应的基础,该反应在室温下的水中进行,催化剂用量低。硼酸和硼酸酯都具有催化作用,后者表现出特别高的活性。各种醛,包括可烯醇化的醛,都可以使用,以高产率得到有用的异噁唑啉酸衍生物。