Novel polymer-bound aminoalcohol ligands for the asymmetric addition of diethylzinc to aldehydes

P. C. B. Bulman Page, S. M. Allin, S. J. Dilly, B. R. Buckley

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Abstract

The synthesis of several novel polymer-supported aziridine- containing aminoalcohol chiral ligands has been accomplished, and the polymers have been used as ligands for the catalytic asymmetric addition of diethylzinc to benzaldehyde, giving up to 89% ee. Incorporation onto a polymer support prevents the variation of ee with time that is observed in reactions of one unsupported ligand, perhaps as a result of site isolation of the ligand within the polymer, preventing cooperative effects.
Original languageEnglish
Pages (from-to)2019-2030
Number of pages12
JournalSynthetic Communications
Volume37
Issue number12
DOIs
Publication statusPublished - 2007

Keywords

  • CATALYSTS
  • ALKYLATION
  • aminoalcohol
  • ligand
  • DIALKYLZINCS
  • addition
  • ALCOHOLS
  • aldehyde
  • BENZALDEHYDE
  • asymmetric dialkyl zinc
  • CARBONYL-COMPOUNDS
  • ENANTIOSELECTIVE ADDITION
  • SELF

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