Synthesis, extraction ability and application in an asymmetric synthesis of azacrown ethers derived from D-mannitol

Péter Bakó, Tibor Bakó, Katalin Bisztray, Áron Szöllősy, Kornél Nagy, László Tőke

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11 Citations (Scopus)

Abstract

New chiral monoaza-15-crown-5 ethers have been synthesised from 1,2:5,6-di-O-isopropylidene-D-mannitol. The substituent at the nitrogen atom has a major influence on the cation extraction ability of the azacrown. These sugar-based crown ethers show asymmetric induction as chiral phase transfer catalysts in the Michael addition of 2-nitropropane to chalcone (67% ee).

Original languageEnglish
Pages (from-to)247-251
Number of pages5
JournalJournal of Inclusion Phenomena
Volume39
Issue number3-4
DOIs
Publication statusPublished - Apr 2001

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Keywords

  • Aza crown ethers
  • Chiral lariat ether
  • Enantioselective synthesis
  • Monoaza-15-crown-5

ASJC Scopus subject areas

  • Food Science
  • Chemistry(all)
  • Condensed Matter Physics

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