Boron-catalyzed direct aldol reactions of pyruvic acids.
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.
Lee
Doris
D
Department of Chemistry, Lash Miller Laboratories, University of Toronto 80 St. George Street, Toronto ON M5S 3H6, Canada.
Newman
Stephen G
SG
Taylor
Mark S
MS
D001889:Borinic Acids / Q000737:chemistry; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D019289:Pyruvic Acid / Q000031:analogs & derivatives* / Q000737:chemistry*
D001889:Borinic Acids; D001896:Boron Compounds; D019289:Pyruvic Acid