An asymmetric organocatalytic aldol reaction of a hydrophobic aldehyde in aqueous medium running in flow mode

Lukas Schober, Shahilan Ratnam, Yasunobu Yamashita, Niklas Adebar, Matthias Pieper, Albrecht Berkessel, Volker Hessel, Harald Gröger (Corresponding author)

Research output: Contribution to journalArticleAcademicpeer-review

3 Citations (Scopus)
45 Downloads (Pure)

Abstract

Reaction conditions have been identified to conduct a one-pot asymmetric organocatalytic aldol reaction with a hydrophobic substrate in aqueous medium via a process running in flow mode. By employing a mixture of water and 2-propanol, a hydrophobic aldehyde and 3.6 mol% of an organocatalyst, this microreactor process affords the desired aldol adduct with a conversion of 74% and an enantioselectivity of 89% after a reaction time of 60 minutes.

Original languageEnglish
Pages (from-to)1178-1184
Number of pages7
JournalSynthesis
Volume51
Issue number5
DOIs
Publication statusPublished - Mar 2019

Keywords

  • aldol reaction
  • asymmetric catalysis
  • continuously running processes
  • flow chemistry
  • organocatalysis
  • water

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