Highly practical amino acid and alkaloid synthesis using designer chiral phase transfer catalysts as high-performance organocatalysts.
A series of chiral quaternary ammonium salts derived from commercially available (R)- or (S)-binaphthol have been designed as new C(2)-symmetric chiral phase transfer catalysts. In order to realize the flexible design of these phase transfer catalysts, the combinatorial design approach has been developed. These chiral high-performance organocatalysts have been successfully applied to the highly practical asymmetric synthesis of various amino acid derivatives including α-alkyl and α,α-dialkyl-α-amino acids in addition to alkaloids.
Maruoka
Keiji
K
Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, Japan. maruoka@kuchem.kyoto-u.ac.jp
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D009284:Naphthols / Q000737:chemistry; D044367:Phase Transition; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013141:Spiro Compounds / Q000737:chemistry; D013237:Stereoisomerism
D000470:Alkaloids; D000596:Amino Acids; D009284:Naphthols; D000644:Quaternary Ammonium Compounds; D013141:Spiro Compounds