Synthesis of novel Schiff base ligands from gluco- and galactochloraloses for the Cu(II) catalyzed asymmetric Henry reaction.
A series of chiral Schiff base ligands has been prepared using aminochloralose derivatives of glucose and galactose. These ligands were used as catalysts in the asymmetric Henry reaction in the presence of Cu(II) ions giving yields of up to 95%. An interesting solvent dependency on enantiomeric control was observed with the best enantiomeric excesses (up to 91%) being obtained in the presence of water.
Ege University, Faculty of Science, Department of Chemistry, Bornova, İzmir 35100, Turkey.
Sevda
S
Alkan
Ege University, Faculty of Science, Department of Chemistry, Bornova, İzmir 35100, Turkey.
Fatma Ç
FÇ
Telli
Ege University, Faculty of Science, Department of Chemistry, Bornova, İzmir 35100, Turkey. Electronic address: yesim.salman@ege.edu.tr.
Yeşim
Y
Salman
Ege University, Faculty of Science, Department of Chemistry, Bornova, İzmir 35100, Turkey. Electronic address: stephen.thomas.astley@ege.edu.tr.
Stephen T
ST
Astley
D002384:Catalysis; D002698:Chloralose / Q000138:chemical synthesis / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D012545:Schiff Bases / Q000138:chemical synthesis*; D013237:Stereoisomerism
D012545:Schiff Bases; D002698:Chloralose; D003300:Copper
Amino sugar; Asymmetric Henry reaction; Chiral Schiff base; Chloralose