Highly practical amino acid and alkaloid synthesis using designer chiral phase transfer catalysts as high-performance organocatalysts

Chem Rec. 2010 Oct;10(5):254-9. doi: 10.1002/tcr.201000019.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkaloids / chemistry
  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Catalysis
  • Naphthols / chemistry
  • Phase Transition
  • Quaternary Ammonium Compounds / chemistry
  • Spiro Compounds / chemistry
  • Stereoisomerism

Substances

  • Alkaloids
  • Amino Acids
  • Naphthols
  • Quaternary Ammonium Compounds
  • Spiro Compounds