Enantioselective organocatalytic reactions of 4-hydroxy-coumarin and 4-hydroxypyrone with α,β-unsaturated aldehydes - An efficient Michael addition-acetalization cascade to chromenones, quinolinones and pyranones

Magnus Rueping*, Estíbaliz Merino, Erli Sugiono

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

85 Scopus citations

Abstract

An efficient, organocatalytic enantioselective addition-cyclization reaction of cyclic 1,3-dicarbonyl compounds with different α,β- unsaturated aldehydes has been developed. The diarylprolinol ether-catalyzed reaction cascade provides a variety of chromenones, quinolinones and pyranones in good yields and with excellent enantioselectivities.

Original languageEnglish (US)
Pages (from-to)2127-2131
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume350
Issue number13
DOIs
StatePublished - Sep 5 2008
Externally publishedYes

Keywords

  • Brønsted acids
  • Diarylprolinol ethers
  • Domino reaction
  • Iminium catalysis
  • Pyranocoumarins

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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