Shedding light on organocatalysis - Light-assisted asymmetric ion-pair catalysis for the enantioselective hydrogenation of pyrylium ions

Chien Chi Hsiao, Hsuan Hung Liao, Erli Sugiono, Iuliana Atodiresei, Magnus Rueping*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

59 Scopus citations

Abstract

A new light-driven asymmetric ion-pair catalysis procedure for the metal-free enantioselective hydrogenation of in situ generated pyrylium ions from readily available chalcones was developed (see scheme). The photo-assisted Brønsted acid catalyzed procedure has broad scope and allows, for the first time, access to valuable 4H-chromenes in good yields and with excellent enantioselectivities.

Original languageEnglish (US)
Pages (from-to)9775-9779
Number of pages5
JournalChemistry - A European Journal
Volume19
Issue number30
DOIs
StatePublished - Jul 22 2013
Externally publishedYes

Keywords

  • asymmetric catalysis
  • benzopyrane
  • chiral ion pair
  • oxocarbenium ion
  • reduction

ASJC Scopus subject areas

  • Chemistry(all)

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