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The catalytic asymmetric Knoevenagel condensation

  • Anna Lee*
  • , Anna Michrowska
  • , Sarah Sulzer-Mosse
  • , Benjamin List
  • *Corresponding author for this work
  • Max Planck Institute for Coal Research

Research output: Contribution to journalJournal articlepeer-review

Abstract

116 years after the discovery of the Knoevenagel condensation, the first catalytic asymmetric variant has been developed. Dynamic kinetic resolution in the reaction of α-branched aldehydes with malonates in the presence of a newly designed and readily available modified cinchona amine catalyst gives the corresponding alkylidene malonates in high enantioselectivity (see scheme).

Original languageEnglish
Pages (from-to)1707-1710
Number of pages4
JournalAngewandte Chemie - International Edition
Volume50
Issue number7
DOIs
StatePublished - 2011.02.11

Keywords

  • α-branched aldehydes
  • dynamic kinetic resolution
  • enantioselectivity
  • Knoevenagel condensation
  • organocatalysis

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