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硼催化丙酮酸的直接羟醛反应。

Boron-catalyzed direct aldol reactions of pyruvic acids.

机构信息

Department of Chemistry, Lash Miller Laboratories, University of Toronto 80 St. George Street, Toronto ON M5S 3H6, Canada.

出版信息

Org Lett. 2009 Dec 3;11(23):5486-9. doi: 10.1021/ol902322r.

Abstract

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.

摘要

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。

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