Asymmetric Organocatalytic Michael Addition-Cyclisation Cascade of Cyclopentane-1,2-dione with Alkylidene Malononitriles

Estelle Silm, Sandra Kaabel, Ivar Järving, Tõnis Kanger*

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

4 Citations (Scopus)

Abstract

An asymmetric organocatalytic cascade reaction between cyclopentane-1,2-diones and alkylidene malononitriles affords highly substituted 4 H-pyrans in moderate to high enantiomeric excess. The selective reduction of a bridged double bond leads to the formation of cis-substituted cyclopentanone with three contiguous stereogenic centres.

Original languageEnglish
Pages (from-to)4198-4204
Number of pages7
JournalSynthesis (Germany)
Volume51
Issue number22
DOIs
Publication statusPublished - 2019
MoE publication typeA1 Journal article-refereed

Keywords

  • asymmetric catalysis
  • cascade reaction
  • diketone
  • organocatalysis
  • pyran

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