Main-chain ionic chiral polymers: synthesis of optically active quaternary ammonium sulfonate polymers and their application in asymmetric catalysis.
A condensation reaction between quaternary ammonium halide and sulfonate was first successfully applied to the synthesis of the chiral polymers. Reaction of bis(quaternary ammonium halide) with disulfonate afforded a polymer containing ionic bonds in its main chain. The chiral ionic polymers were applied to the asymmetric benzylation of N-diphenylmethylidene glycine tert-butyl ester to prepare (S)-phenylalanine derivatives in high yield with a high level of enantioselectivity.
Itsuno
Shinichi
S
Department of Materials Science, Toyohashi University of Technology, Toyohashi 441-8580, Japan. itsuno@tutms.tut.ac.jp
Paul
Devproshad K
DK
Salam
M A
MA
Haraguchi
Naoki
N
D002384:Catalysis; D007477:Ions / Q000737:chemistry; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013451:Sulfonic Acids / Q000138:chemical synthesis* / Q000737:chemistry
D007477:Ions; D011108:Polymers; D000644:Quaternary Ammonium Compounds; D013451:Sulfonic Acids