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Enantioselective formal [2 + 2 + 2] cycloaddition of 1,3,5-triazinanes to construct tetrahydropyrimidin-4-one derivatives.

Peiran RuanQiong TangZun YangXiao-Hua LiuXiaoming Feng
Published in: Chemical communications (Cambridge, England) (2022)
A chiral Lewis acid-catalyzed enantioselective formal [2 + 2 + 2] cycloaddition of 1,3,5-triazinanes with azlactones or β,γ-unsaturated pyrazole amides was developed to synthesize chiral tertiary/quaternary tetrahydropyrimidin-4-one derivatives with good yields and enantioselectivities. Two competitive reaction pathways were proposed based on experiments.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • structure activity relationship
  • molecular docking
  • room temperature
  • mass spectrometry
  • molecular dynamics simulations