Enantioselective Michael addition using 4(3H)-pyrimidinone

Yong Sin Chen, Ming Hsuan Huang, Yan Peng Cheng, Duen Ren Hou

Research output: Contribution to journalArticlepeer-review


The framework of 4-pyrimidinones is prevalent in biologically and medicinally important molecules. Here we report that chiral N-substituted 4-pyrimidinones were prepared by an enantioselective, organocatalytic aza-Michael addition of 4(3H)-pyrimidinone (4-hydroxypyrimidine) to α,β-unsaturated 1,4-dicarbonyl compounds for the first time. The reactions were optimized by the choice of solvents, screening Cinchona alkaloid-based bifunctional catalysts, and Michael acceptors to achieve good yields and enantioselectivities.

Original languageEnglish
Pages (from-to)1462-1474
Number of pages13
JournalJournal of the Chinese Chemical Society
Issue number8
StatePublished - Aug 2022


  • 4-pyrimidinone
  • Michael addition
  • enantioselective
  • organocatalysis


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