Useful sialic acid modifications catalyzed by palladium.
A regio- and stereocontrolled solution for a selective modification at the C-2 or C-4 position of N-acetylneuraminic acid involves the use of allylic substitution catalyzed by palladium. As illustrated in the scheme, regioselective malonylation is under the strict influence of the ligands associated with the allylpalladium complex.
Chang
Chih-Wei
CW
Institut de Chimie des Substances Naturelles du CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
Norsikian
Stéphanie
S
Beau
Jean-Marie
JM
D000498:Allyl Compounds; D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000498:Allyl Compounds; D002241:Carbohydrates; D008024:Ligands; D010165:Palladium; D019158:N-Acetylneuraminic Acid