Sugar-based crown ethers in enantioselective syntheses

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

A number of chiral macrocyclic compounds have been prepared that contain a monosaccharide-derived sub-unit. These sugar-based crown ethers were used as chiral phase transfer catalysts in a few asymmetric reactions. A few of them proved to be effective catalysts in Michael additions, a Darzens condensation and an epoxidation of α,β-enones. It was found that the type of the monosaccharide, the substituents on the sugar unit and on the nitrogen atom of the macroring have a significant influence on both the yield and the enantioselectivity.

Original languageEnglish
Pages (from-to)51-58
Number of pages8
JournalPeriodica Polytechnica Chemical Engineering
Volume59
Issue number1
DOIs
Publication statusPublished - Jan 1 2015

    Fingerprint

Keywords

  • Asymmetric reactions
  • Chiral crown ethers
  • Phase transfer catalysis

ASJC Scopus subject areas

  • Chemical Engineering(all)

Cite this