4.8 Article

Boron-Catalyzed Direct Aldol Reactions of Pyruvic Acids

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ORGANIC LETTERS
卷 11, 期 23, 页码 5486-5489

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AMER CHEMICAL SOC
DOI: 10.1021/ol902322r

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  1. NSERC
  2. Canadian Foundation for Innovation
  3. Province of Ontario
  4. Merck Research Laboratories
  5. University of Toronto

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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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